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Journal articles on the topic 'Isocyanate amine reaction'

Author: Grafiati

Published: 4 June 2021

Last updated: 5 February 2022

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1

Guerrero-Alburquerque, Natalia, Shanyu Zhao, Daniel Rentsch, Matthias M. Koebel, Marco Lattuada, and Wim J. Malfait. "Ureido Functionalization through Amine-Urea Transamidation under Mild Reaction Conditions." Polymers 13, no. 10 (2021): 1583. http://dx.doi.org/10.3390/polym13101583.

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Ureido-functionalized compounds play an indispensable role in important biochemical processes, as well as chemical synthesis and production. Isocyanates, and KOCN in particular, are the preferred reagents for the ureido functionalization of amine-bearing compounds. In this study, we evaluate the potential of urea as a reagent to graft ureido groups onto amines at relatively low temperatures (<100 °C) in aqueous media. Urea is an inexpensive, non-toxic and biocompatible potential alternative to KOCN for ureido functionalization. From as early as 1864, urea was the go-to reagent for polyurea

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2

Malwitz, N., and J. E. Kresta. "Amine Catalysis of the Aryl Isocyanate Reaction." Journal of Cellular Plastics 24, no. 5 (1988): 495–523. http://dx.doi.org/10.1177/0021955x8802400503.

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3

Chalid, Mochamad, Hans J. Heeres та Antonius A. Broekhuis. "Study of Synthesis of Novel ɤ-Valerolactone-Based Polyurethanes". Applied Mechanics and Materials 229-231 (листопад 2012): 297–302. http://dx.doi.org/10.4028/www.scientific.net/amm.229-231.297.

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The ring opening of -valerolactone (GVL) with amine compounds was reported as a promising molecular engineering tool to synthesize precursors for new bio-based polymers such as polyurethanes (PUs). Experimental work on the synthesis of polymers based on GVL/1,2-ethanolamine and GVL/1,2-diaminoethane adducts, and di-isocyanates (1,4-phenylene-di-isocyanate (PDI) 2,4-toluene-di-isocyanate (TDI) and hexamethylene-di-isocyanate (HDI)) is described. The polymers were characterized by FTIR, 1H-NMR, 13C-NMR, elemental analysis and GPC. The best polymerization results were obtained using TEA as the c

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4

Pyo, Sang-Hyun, Per Persson, M. Amin Mollaahmad, Kent Sörensen, Stefan Lundmark, and Rajni Hatti-Kaul. "Cyclic carbonates as monomers for phosgene- and isocyanate-free polyurethanes and polycarbonates." Pure and Applied Chemistry 84, no. 3 (2011): 637–61. http://dx.doi.org/10.1351/pac-con-11-06-14.

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Polyurethanes and polycarbonates are widely used in a variety of applications including engineering, optical devices, and high-performance adhesives and coatings, etc., and are expected to find use also in the biomedical field owing to their biocompatibility and low toxicity. However, these polymers are currently produced using hazardous phosgene and isocyanates, which are derived from the reaction between an amine and phosgene. Extensive safety procedures are required to prevent exposure to phosgene and isocyanate because of its high toxicity. Therefore, the demand for the production of isocy

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5

Grehn, Leif, and Ulf Ragnarsson. "Synthesis and use of benzyl tert-butyl iminodicarbonate, a versatile reagent for the preparation of amines." Collection of Czechoslovak Chemical Communications 53, no. 11 (1988): 2778–86. http://dx.doi.org/10.1135/cccc19882778.

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An efficient synthesis of benzyl tert-butyl iminodicarbonate (IV), starting from benzoyl isocyanate, is reported. Reaction of the isocyanate with benzyl alcohol gave benzyl N-benzoylcarbamate (II) which on exhaustive tert-butoxycarbonylation via the non-isolated triacyl amine III, after aminolysis, provided the title compound. The sodium salt V was alkylated with various halides under Gabriel conditions to give in high yields the corresponding benzyloxycarbonyl tert-butoxycarbonyl diprotected amines. Similarly, compound IV was alkylated with alcohols under Mitsunobu conditions to give some add

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6

Brossier, Thomas, Gael Volpi, Vincent Lapinte, and Sebastien Blanquer. "Synthesis of Poly(Trimethylene Carbonate) from Amine Group Initiation: Role of Urethane Bonds in the Crystallinity." Polymers 13, no. 2 (2021): 280. http://dx.doi.org/10.3390/polym13020280.

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Semi-crystalline poly(trimethylene carbonate) (PTMC) can be efficiently prepared by ring-opening polymerization (ROP) initiated by amine using various catalysts. More promising results were reached with the one-step process of stannous octanoate unlike the two-step one-pot reaction using TBD and MSA catalysts. The ROP-amine of TMC consists in a simple isocyanate free process to produce polycarbonate-urethanes, compatible with the large availability of amines ranging from mono- to multifunctional until natural amino acids. ROP-amine of TMC leads to urethane bonds monitored by FTIR spectroscopy.

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7

Wong, Shaio-Wen, and Kurt C. Frisch. "Catalysis in competing isocyanate reactions. I. Effect of organotin–tertiary amine catalysts on phenyl isocyanate and N-butanol reaction." Journal of Polymer Science Part A: Polymer Chemistry 24, no. 11 (1986): 2867–75. http://dx.doi.org/10.1002/pola.1986.080241115.

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8

Cheraiet, Zinelaabine, Souad Ouarna, Sihem Hessainia, Malika Berredjem, and Nour-Eddine Aouf. "N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions." ISRN Organic Chemistry 2012 (May 9, 2012): 1–8. http://dx.doi.org/10.5402/2012/404235.

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A simple, efficient, and eco-friendly protocol for the N-Boc protection of the amine moiety in a variety of compounds with di-tert-butyl dicarbonate under water-acetone catalyst-free conditions is described. The corresponding monocarbamate is obtained in excellent yields on short reaction times. No competitive side reactions such as isocyanate urea and O-Boc were observed. This method represents a reasonable alternative to the previous reported protection procedures.

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9

Takei, Takayuki, Masahiro Yoshida, Tomonori Nagayoshi, Yasuo Hatate, Kouichiro Shiomori, and Shiro Kiyoyama. "Preparation and Characterisation of Phase Change Material-Loaded Polyurea Microcapsules Several Hundred Micrometres in Diameter." Polymers and Polymer Composites 17, no. 6 (2009): 365–69. http://dx.doi.org/10.1177/096739110901700604.

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In the present study, we attempted to prepare phase-change material (PCM)-loaded polyurea microcapsules several hundred micrometres in diameter via oil-in-water emulsion polymerisation. An oil phase with two types of isocyanate monomers (2,4-toluene diisocyanate (TDI) and phenyl isocyanate (PI)) and tetradecane as PCM was dispersed in an aqueous phase with hexamethylene diamine (HMD). The polyurea shell of microcapsules was formed by reaction of the isocyanate monomers with the amine groups derived from HMD and hydrolysed isocyanate monomers. A suitably adjusted agitation rate made it possible

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10

Borik, Rita M. "One-Pot Synthesis of Novel Furochromone and Oxazocine Derivatives as Promising Antitumor Agents with Their Molecular Docking Studies." Journal of Chemistry 2020 (April 29, 2020): 1–16. http://dx.doi.org/10.1155/2020/1474050.

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One-pot efficient synthesis of novel chromone derivatives 4a–h and that of 5a–h were described in a simple method via four-component reaction between furochromone carbaldehyde, amine, isocyanate derivatives, and benzoic acid derivatives or nicotinic acid, respectively. Also, oxazocine derivatives 7a, b were prepared via reaction of visnagine carbaldehyde, ethyl acetoacetate and isocyanate derivatives 2a, b. The obtained derivatives of novel furochromone and oxazocine derivatives were evaluated as promising antitumor agents against panel of two human cell lines, hepatocellular carcinoma (HEPG2)

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11

Zahedifar, Pegah, Lukasz Pazdur, Christophe M. L. Vande Velde, and Pieter Billen. "Multistage Chemical Recycling of Polyurethanes and Dicarbamates: A Glycolysis–Hydrolysis Demonstration." Sustainability 13, no. 6 (2021): 3583. http://dx.doi.org/10.3390/su13063583.

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The use of polyurethanes and, therefore, the quantity of its scrap are increasing. Considering the thermoset characteristic of most polyurethanes, the most circular recycling method is by means of chemical depolymerization, for which glycolysis is finding its way into the industry. The main goal of polyurethane glycolysis is to recover the polyols used, but only limited attempts were made toward recovering the aromatic dicarbamate residues and derivates from the used isocyanates. By the split-phase glycolysis method, the recovered polyols form a top-layer phase and the bottom layer contain tra

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12

Yang, Peng Fei. "In Situ FT-IR Studies on the Amine-Catalyzed Urethane Reaction Kinetics of 1,3-Butanediol." Advanced Materials Research 472-475 (February 2012): 2223–26. http://dx.doi.org/10.4028/www.scientific.net/amr.472-475.2223.

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Phenyl isocyanate is used to react with 1,3-butanediol at different temperatures. Toluene is used as solvent and 1,4-diazabicyclo[2,2,2]octane is used as catalyst. In-situ FT-IR is used to monitor the reaction to work out rate constant, Arrhenius equation and Eyring equation. The urethane reaction has been found to be a second order reaction, and the rate constant seems different between initial stage and final stage. The activation energy (Ea), activation enthalpy (ΔH) and activation entropy (ΔS) for the urethane reaction of primary hydroxyl group are calculated out, which are 26.4 kJ•mol-1,

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13

Abushammala, Hatem. "A Simple Method for the Quantification of Free Isocyanates on the Surface of Cellulose Nanocrystals upon Carbamation using Toluene Diisocyanate." Surfaces 2, no. 2 (2019): 444–54. http://dx.doi.org/10.3390/surfaces2020032.

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In many reports, cellulose and nanocellulose have been carbamated using 2,4-toluene diisocyanate (2,4-TDI) to allow the grafting of molecules or polymers onto their surfaces. Such a process usually involves the reaction of the more reactive isocyanate group of TDI (para-NCO) selectively with a hydroxyl group from the cellulose surface, followed by the reaction of the free isocyanate (ortho-NCO) with a desired molecule. After the first step, it is not possible, using elemental analysis, to determine the amount of ortho-NCO on the cellulosic surface, as an ideal para/ortho selectivity is difficu

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14

Wang, Na, Xinhui Wang, Jinyan Lang, Zhenhua Hu, and Heng Zhang. "Synthesis and Characterization of Hyperbranched and Organosilicone Modified Waterborne Polyurethane Acrylates Photosensitive Resin." Polymers 13, no. 13 (2021): 2039. http://dx.doi.org/10.3390/polym13132039.

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A new type of waterborne polyurethane acrylate was synthesized for use as a UV curing coating. The N,N-dihydroxy methyl ethyl-3-Methyl aminopropanoate monomer was first prepared via adding reactions of methyl acrylate and diethanol amine with methyl alcohol as the solvent. Then, the hyperbranched prepolymer was obtained by addition of trimethylolpropane with toluenesulfonic acid as catalyst and N,N-dimethyl formamide as solvent. The resulting hyperbranched and organosilicone modified waterborne polyurethane acrylates was synthesized through the mixed reaction of prepolymer and Hydroxy silicone

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15

Wang, Tein-Fu, Chong-Chen Hwu, Chia-Wen Tsai, and Yuh-Sheng Wen. "Reaction of the Half-Sandwich Cationic Aminorhenium Complex with Amines. Preparation of Rhenium Bis(amine) Hydride and Rhenium Isocyanate Complexes." Organometallics 18, no. 8 (1999): 1553–58. http://dx.doi.org/10.1021/om980998v.

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16

Valenta, Vladimír, Jiří Urban, Jan Taimr, and Zdeněk Polívka. "Potential Nootropic Agents: Synthesis of Some 1,4-Disubstituted 2-Oxopyrrolidines and Some Related Compounds." Collection of Czechoslovak Chemical Communications 59, no. 5 (1994): 1126–36. http://dx.doi.org/10.1135/cccc19941126.

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4-(Aminomethyl)-1-benzyl-2-oxopyrrolidine (VI) was transformed by treatment with (4-benzhydrylpiperazin-1-yl)carbonyl chlorides IIIb - IIId and with (4-methylpiperazin-1-yl)carbonyl chloride (IIIa) to the carboxamides IVa - IVd. Heating of 1-(ethoxycarbonylmethyl)-2,4-dioxopyrrolidine (XIX) in acetonitrile in the presence of water afforded XVIIIa. Treatment with ammonia led to the diamide XVIIIc, while alkaline hydrolysis of XVIIIa gave the dicarboxylic acid XVIIIb. 4-(Aminomethyl)-1-(4-methylthiobenzyl)-2-oxopyrrolidine (XII) was prepared by the reaction of 4-(methylthio)benzylamine with itac

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17

Perveen, Shagufta, Jeremy D. Kilburn, Areej M. Al-Taweel, and Mark E. Light. "Synthesis, Characterisation and Crystal Structure of a Novel Pyridyl Urea Macrocycle." Journal of Chemical Research 40, no. 12 (2016): 753–57. http://dx.doi.org/10.3184/174751916x14792878808106.

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A novel pyridyl urea based macrocycle has been synthesised and fully characterised including a single crystal X-ray structure determination. The synthetic approach first involves the reaction of benzyloxycarbonylaminopropyl-3-isocyanate with t-butyl 2-[(2-aminopyridin-3-yl)oxy]acetate resulting in a coupling product. After deprotection of the amine and acid moieties and coupling subsequent coupling in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), a macrocycle is formed. The structures of the compounds were confirmed by mass spectrometry and NMR spectroscopy. The X-ray cr

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18

Hurst, DT, AD Stacey, M. Nethercleft, A. Rahim, and MR Harnden. "The Synthesis of Some Pyrimidinyl and Thiazolyl Ureas and Thioureas and Some Related Compounds." Australian Journal of Chemistry 41, no. 8 (1988): 1221. http://dx.doi.org/10.1071/ch9881221.

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Some pyrimidin-2- and pyrimidin-4-amines were treated with isocyanates and isothiocyanates to give the corresponding disubstituted ureas or thioureas . A pyrimidin-2-amine is more reactive than a pyrimidin-4- amine in these reactions. 2-Aminothiazoles and thiazolinones also react to give the disubstituted ureas or thioureas . The use of ethoxycarbonyl or benzoyl isothiocyanate or isocyanate gives products which are readily hydrolysed to the pyrimidinyl or thiazolyureas or thioureas but with concomitant hydrolysis and decarboxylation of an ethoxycarbonyl substituent . The use of chlorosulfonyl

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19

Sukhawipat, Nathapong, Nitinart Saetung, and Anuwat Saetung. "Synthesis of Novel Cationic Waterborne Polyurethane from Natural Rubber and its Properties Testing." Key Engineering Materials 705 (August 2016): 19–23. http://dx.doi.org/10.4028/www.scientific.net/kem.705.19.

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The novel natural rubber based cationic waterborne polyurethanes (cWPUs) with having quaternary amine as an emulsifier were successfully synthesized by additional polymerization. These polyurethanes were synthesized by the reaction of hydroxyl the method of telechelic natural rubber. Molecular weight approximately of hydroxyl telechelic natural rubber (HTNR) for 3000 g.mole-1, toluene-2,4-diisocyanate (TDI), and N-methyl diethanol amine (NMDEA) (used as an emulsifier) were prepared for cWPU. The concentrations of NMDEA were examined in range of 0 – 2.0 moles. From the results under the isocyan

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20

Adamoczky, Anita, Lajos Nagy, Miklós Nagy, Miklós Zsuga, and Sándor Kéki. "Conversion of Isocyanide to Amine in The Presence of Water and Hg(II) Ions: Kinetics and Mechanism as Detected by Fluorescence Spectroscopy and Mass Spectrometry." International Journal of Molecular Sciences 21, no. 15 (2020): 5588. http://dx.doi.org/10.3390/ijms21155588.

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Aromatic isocyanides including isocyanonaphthalene derivatives have been proven to be very effective fluorescent sensors for the quantification of Hg(II) ions in water. Thus, the reaction of 1,5-isocyanoaminonaphthalene (1,5-ICAN), which is one of the most important members of this family, with water and HgCl2 as the oxidation agents, was studied by fluorescence spectroscopy and mass spectrometry in order to get deeper insight into the kinetics and mechanistic details of this complex reaction. The reactions of 1,5-ICAN with water and HgCl2 were performed in various water/co-solvent mixtures of

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21

Journal, Baghdad Science. "Synthesis and Characterization of 1,3,4-Oxadiazoles Derived From 9-Fluorenone." Baghdad Science Journal 10, no. 2 (2013): 449–61. http://dx.doi.org/10.21123/bsj.10.2.449-461.

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In the present work, 9-fluorenone-2-carboxylic acid methyl ester (1) was prepared from 9-fluorenone-2-carboxylic acid and then converted into the acid hydrazide (2). Compound (2), is the key intermediate for the synthesis of several series of new compounds such as substituted 1,3,4-oxadiazole derivatives (3-6) were synthesized from the condensation of different substituted benzoic acids with compound (2) using POCl3 as condensing agent. Treatment of compound (2) with formic acid gave the N-formyl hydrazide (7), which upon refluxing with phosphorous pentoxide in benzene yielded the correspondin

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22

Alizadeh, Abdolali, and Atieh Rezvanian. "One-Pot Synthesis of Arylsulfonamides and Azetidine-2,4-diones via Multicomponent Reaction of an Amine, an Acetylenic Compound, and an Arylsulfonyl Isocyanate." Synthesis 2008, no. 11 (2008): 1747–52. http://dx.doi.org/10.1055/s-2008-1067026.

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23

Chang, Chang-Pin, Cheng-Hung Shih, Jhu-Lin You, Meng-Jey Youh, Yih-Ming Liu, and Ming-Der Ger. "Preparation and Ballistic Performance of a Multi-Layer Armor System Composed of Kevlar/Polyurea Composites and Shear Thickening Fluid (STF)-Filled Paper Honeycomb Panels." Polymers 13, no. 18 (2021): 3080. http://dx.doi.org/10.3390/polym13183080.

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In this study, the ballistic performance of armors composed of a polyurea elastomer/Kevlar fabric composite and a shear thickening fluid (STF) structure was investigated. The polyurea used was a reaction product of aromatic diphenylmethane isocyanate (A agent) and amine-terminated polyether resin (B agent). The A and B agents were diluted, mixed and brushed onto Kevlar fabric. After the reaction of A and B agents was complete, the polyurea/Kevlar composite was formed. STF structure was prepared through pouring the STF into a honeycomb paper panel. The ballistic tests were conducted with refere

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24

Balci, Metin. "Acyl Azides: Versatile Compounds in the Synthesis of Various Heterocycles." Synthesis 50, no. 07 (2018): 1373–401. http://dx.doi.org/10.1055/s-0036-1589527.

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Carbon–nitrogen bond formation is one of the most important reactions in organic chemistry. Various synthetic strategies for the generation of C–N bonds are described in the literature. For example, primary amines can be easily synthesized by the thermal decomposition of an acyl azide to an isocyanate, i.e. the Curtis rearrangement, followed by hydrolysis; the Curtius rearrangement has been used extensively. Furthermore, the advantage of the Curtius rearrangement is the isolation of acyl azides as well as the corresponding isocyanates. The isocyanates can be converted into various nitrogen-con

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25

Mustapa, Siti Rosnah, Min Min Aung, and Marwah Rayung. "Physico-Chemical, Thermal, and Electrochemical Analysis of Solid Polymer Electrolyte from Vegetable Oil-Based Polyurethane." Polymers 13, no. 1 (2020): 132. http://dx.doi.org/10.3390/polym13010132.

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In this paper, we report the preparation of bio-based polyurethane (PU) from renewable vegetable oil. The PU was synthesized through the reaction between jatropha oil-based polyol and isocyanate in a one-shot method. Then, lithium perchlorate (LiClO4) salt was added to the polyurethane system to form an electrolyte film via a solution casting technique. The solid polymer electrolyte was characterized through several techniques such as nuclear magnetic resonance (NMR), Fourier transforms infrared (FTIR), electrochemical studies, thermal studies by differential scanning calorimetry (DSC), and dy

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26

Yin, Haolin, Patrick J. Carroll, and Eric J. Schelter. "Reactions of a cerium(iii) amide with heteroallenes: insertion, silyl-migration and de-insertion." Chemical Communications 52, no. 63 (2016): 9813–16. http://dx.doi.org/10.1039/c6cc03719d.

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Reactions of Ce[N(SiMe<sub>3</sub>)Ph<sup>F</sup>]<sub>3</sub> (–Ph<sup>F</sup> = pentafluorophenyl) toward small molecules of the type E<sub>1</sub>CE<sub>2</sub> (E<sub>1</sub>, E<sub>2</sub> = O, S, NR), including carbon disulfide, carbodiimide, carbon dioxide, isocyanate and isothiocyanate are reported, resulting in distinct products, including cerium(iii) dithiocarbamate, cerium(iii) guanidinate, isocyanates and unsymmetric carbodiimides.

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27

Stachak, Piotr, Izabela Łukaszewska, Edyta Hebda, and Krzysztof Pielichowski. "Recent Advances in Fabrication of Non-Isocyanate Polyurethane-Based Composite Materials." Materials 14, no. 13 (2021): 3497. http://dx.doi.org/10.3390/ma14133497.

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Polyurethanes (PUs) are a significant group of polymeric materials that, due to their outstanding mechanical, chemical, and physical properties, are used in a wide range of applications. Conventionally, PUs are obtained in polyaddition reactions between diisocyanates and polyols. Due to the toxicity of isocyanate raw materials and their synthesis method utilizing phosgene, new cleaner synthetic routes for polyurethanes without using isocyanates have attracted increasing attention in recent years. Among different attempts to replace the conventional process, polyaddition of cyclic carbonates (C

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28

Gonda, Jozef, and Mariana Barnikol. "Simple and efficient synthesis of 4H-3,1-benzoxazines from 2-bromomethylphenyl isocyanate and amines." Collection of Czechoslovak Chemical Communications 55, no. 3 (1990): 752–60. http://dx.doi.org/10.1135/cccc19900752.

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Reaction of 2-bromomethylphenyl isocyanate (II; prepared by radical bromination of 2-tolyl isocyanate with N-bromsuccinimide) with aliphatic and aromatic amines takes place on the NCO group under formation of stable N-alkyl(aryl)-N'-(2-bromomethylphenyl)ureas III. On treatment with sodium hydrogen carbonate in water or sodium hydride in N,N-dimethylformamide, the ureas III are cyclized to give 2-alkyl(aryl)amino-4H-3,1-benzoxazines IV in good yields. Reaction of isocyanate II with alcohols leads to alkyl 2-bromomethylphenyl carbamates. Structure of the synthesized compounds has been proven by

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29

Ölmez, Nevin Arıkan, and Faryal Waseer. "New Potential Biologically Active Compounds: Synthesis and Characterization of Urea and Thiourea Derivativpes Bearing 1,2,4-oxadiazole Ring." Current Organic Synthesis 17, no. 7 (2020): 525–34. http://dx.doi.org/10.2174/1570179417666200417112106.

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Background: Urea, thiourea, and 1,2,4-oxadiazole compounds are of great interest due to their different activities such as anti-inflammatory, antiviral, analgesic, fungicidal, herbicidal, diuretic, antihelminthic and antitumor along with antimicrobial activities. Objective: In this work, we provide a new series of potential biologically active compounds containing both 1,2,4-oxadiazole and urea/thiouprea moiety. Materials and Methods: Firstly, 5-chloromethyl-3-aryl-1,2,4-oxadiazoles (3a-j) were synthesized from the reaction of different substituted amidoximes (2a-j) and chloroacetyl chloride i

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30

Morozova, Sofia M., Alexander S. Shaplov, Elena I. Lozinskaya, et al. "Poly(ionic liquid)-based polyurethanes having imidazolium, ammonium, morpholinium or pyrrolidinium cations." High Performance Polymers 29, no. 6 (2017): 691–703. http://dx.doi.org/10.1177/0954008317701551.

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The synthesis of cationic polyelectrolytes based on condensation-derived backbone is rarely performed due to the difficulty obtaining of the respective ionic monomers in high purity. Despite such an approach is favorable as it results in ionic polymers with well-defined chemical structure and ionic group distribution. In this work two efficient methods are presented for the synthesis of ionic diols in high purity, namely the technique with pyranyl protection of OH-groups and the direct quaternization of tertiary amine alcohols. Applying these methods five novel ionic diols bearing various cati

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31

Ligterink, N. F. W., J. Terwisscha van Scheltinga, V. Kofman, et al. "The formation of the building blocks of peptides on interstellar dust grains." Proceedings of the International Astronomical Union 15, S350 (2019): 216–19. http://dx.doi.org/10.1017/s1743921320000010.

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AbstractThe emergence of life on Earth may have its origin in organic molecules formed in the interstellar medium. Molecules with amide and isocyanate groups resemble structures found in peptides and nucleobases and are necessary for their formation. Their formation is expected to take place in the solid state, on icy dust grains, and is studied here by far-UV irradiating a CH4:HNCO mixture at 20 K in the laboratory. Reaction products are detected by means of infrared spectroscopy and temperature programmed desorption - mass spectrometry. Various simple amides and isocyanates are formed, showi

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32

Koochaki, Mohammad Sadegh, Saied Nouri Khorasani, Rasoul Esmaeely Neisiany, Ali Ashrafi, Stefano P. Trasatti, and Mirko Magni. "A highly responsive healing agent for the autonomous repair of anti-corrosion coatings on wet surfaces. In operando assessment of the self-healing process." Journal of Materials Science 56, no. 2 (2020): 1794–813. http://dx.doi.org/10.1007/s10853-020-05332-9.

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Abstract A methodology to enrich epoxy coatings of an effective self-healing feature on wet surfaces was developed as a further step on for practical corrosion protection issues. To this aim, a polyetheramine was chemically engineered by grafting catechol units and then successfully encapsulated in microcapsules (MCs) to be finally embedded into an epoxy resin deposited on steel panels. Fourier transform infrared spectroscopy (FTIR), thin-layer chromatography, and 1D and 2D nuclear magnetic resonance spectroscopy confirmed the successful polyetheramine modification by dopamine units. Different

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33

Pannone, Mary C., and Christopher W. Macosko. "Kinetics of isocyanate amine reactions." Journal of Applied Polymer Science 34, no. 7 (1987): 2409–32. http://dx.doi.org/10.1002/app.1987.070340707.

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34

Alizadeh, Abdolali, and Ehsan Sheikhi. "One-pot synthesis of functionalized hydantoin derivatives via a four-component reaction between an amine, an arylsulfonyl isocyanate and an alkyl propiolate or dialkyl acetylenedicarboxylate in the presence of triphenylphosphine." Tetrahedron Letters 48, no. 28 (2007): 4887–90. http://dx.doi.org/10.1016/j.tetlet.2007.05.061.

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35

Pilawka, Ryszard, Krzysztof Goracy, and Katarzyna Wilpiszewska. "High-performance isocyanate-epoxy materials." Pigment & Resin Technology 43, no. 6 (2014): 332–40. http://dx.doi.org/10.1108/prt-11-2013-0110.

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Purpose The purpose of this paper is to investigate a new group of chemical compounds as accelerators (1-imidazole derivatives – tertiary amines) for curing of isocyanate-epoxy resin matrix. During heating no reaction between epoxy group and active hydrogen in presence 1-substituted imidazole derivatives was reported. Design/methodology/approach The influence of accelerator type and content on curing process, thermal stability and chemical structure of hardened resin was determined using temperature modulated differential scanning calorimetry, dynamic mechanical analysis, heat deflection tempe

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36

Neo, Ana G., and Carlos F. Marcos. "Pyrrolidinodiones in Enol-Ugi, Enol-Passerini, and Anomalous Enol-Passerini Condensations." Proceedings 9, no. 1 (2018): 6. http://dx.doi.org/10.3390/ecsoc-22-05864.

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In continuation of our recent research on the development of novel multicomponent reactions with isocyanides, we have used, for the first time, enols as the acid components in Ugi- and Passerini-type reactions. Thus, electron-poor pyrrolidinodiones react with aldehydes, amines, and isocyanides to give the enaminic four-component adducts. Conversely, in the absence of the amine component, careful control of the reaction conditions allows the involvement of one or two molecules of isocyanide to afford, selectively, either Passerini-type or pseudo-enol-Ugi-type products. These unprecedented conde

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37

Matsukizono, Hiroyuki, and Takeshi Endo. "Synthesis of Bi- and Trifunctional Cyclic Carbonates Based on Trimethylolpropane and Their Application to Networked Polyhydroxyurethanes." Journal of Materials Science Research 5, no. 3 (2016): 11. http://dx.doi.org/10.5539/jmsr.v5n3p11.

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<p class="1Body">The reaction of trimethylolpropane (TMP) and diphenyl carbonate gives three types of TMP-based six-membered cyclic carbonates (TMPCs) via phosgene-free route. TMPC having one hydroxyl group (TMPC-OH) reacted with terephthaloyl chloride or trimesoyl chloride to give bifunctional (Ph-TMPC<sub>2</sub>) or trifunctional cyclic carbonate monomers (Ph-TMPC<sub>3</sub>), respectively. The ring-opening polyaddition of Ph-TMPC<sub>2</sub> and conventional diamines efficiently proceeded without the cleavage of ester bonds to afford linear polyhy

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38

Alizadeh, Abdolali, Farnaz Movahedi, Hassan Masrouri, and Long-Guan Zhu. "A New Method for the Synthesis of Functionalized 5-Hydroxy-1,5-dihydro-2H-pyrrol-2-one: Reaction of an Enamine, Derived from Addition of a Secondary Amine to Dibenzoylacetylene, with an Arylsulfonyl Isocyanate." Synthesis 2006, no. 20 (2006): 3431–36. http://dx.doi.org/10.1055/s-2006-950234.

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39

Murlykina, Maryna V., Maryna N. Kornet, Sergey M. Desenko, et al. "New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized." Beilstein Journal of Organic Chemistry 13 (May 31, 2017): 1050–63. http://dx.doi.org/10.3762/bjoc.13.104.

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The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-N-aryl-1H-pyrazole-4-carboxamides, were studied as an amine component in Ugi and Groebke–Blackburn–Bienaymé multicomponent reactions. The first example of an application of aminoazoles in an Ugi four-component reaction was discovered and novel features of a Groebke–Blackburn–Bienaymé cyclocondensation are established and discussed. The heterocycles obtained were evaluated for their antibacterial activity and several of them demonstrated a weak antimicrobial effect, but for most of the compounds a 30–50% increase in biomass of Gr

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40

Shiri, Morteza, Maryam Ranjbar, Zahra Yasaei, Fatemeh Zamanian, and Behrouz Notash. "Palladium-catalyzed tandem reaction of 2-chloroquinoline-3-carbaldehydes and isocyanides." Organic & Biomolecular Chemistry 15, no. 47 (2017): 10073–81. http://dx.doi.org/10.1039/c7ob02043k.

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A facile and domino reaction of 2-chloroquinoline-3-carbaldehydes in one and two equivalents of isocyanide has been investigated. Three-component reactions of 2-chloroquinoline-3-carbaldehydes, isocyanides and amines are also described.

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Danihel, Ivan, Falk Barnikol, and Pavol Kristian. "Kinetics of reactions of para-substituted phenyl isocyanates with amines and alcohols." Collection of Czechoslovak Chemical Communications 56, no. 8 (1991): 1662–70. http://dx.doi.org/10.1135/cccc19911662.

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The reaction of para-substituted phenyl isocyanates with amines and alcohols was studied by stopped-flow method. The Hammett correlation obtained showed that the sensitivity of the above mentioned reactions toward substituent effects is the same as that of analogous reactions of phenyl isothiocyanates (ρ ~ 2). The rate constants of these reactions were found to be affected more by steric effects than by solvent effects. An one step multicentre mechanism with partial charges in transition state has been proposed for the title reactions.

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42

Reguera, Leslie, Cecilia I. Attorresi, Javier A. Ramírez, and Daniel G. Rivera. "Steroid diversification by multicomponent reactions." Beilstein Journal of Organic Chemistry 15 (June 6, 2019): 1236–56. http://dx.doi.org/10.3762/bjoc.15.121.

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Reports on structural diversification of steroids by means of multicomponent reactions (MCRs) have significantly increased over the last decade. This review covers the most relevant strategies dealing with the use of steroidal substrates in MCRs, including the synthesis of steroidal heterocycles and macrocycles as well as the conjugation of steroids to amino acids, peptides and carbohydrates. We demonstrate that steroids are available with almost all types of MCR reactive functionalities, e.g., carbonyl, carboxylic acid, alkyne, amine, isocyanide, boronic acid, etc., and that steroids are suit

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43

Fehlhammer, Wolf Peter. "Homoleptische Carbenkomplexe, V [1]. Chelatartige Percarbenkomplexe des Palladiums und Platins / Homoleptic Carbene Complexes, V [1]. Chelating Percarbene Complexes of Palladium and Platinum." Zeitschrift für Naturforschung B 49, no. 4 (1994): 494–500. http://dx.doi.org/10.1515/znb-1994-0411.

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Ten palladium and platinum complexes each containing two chelating bis(diaminocarbene) ligands have been synthesized in a one pot-reaction from PdI2, PtI2 or K2PtCl4, a tenfold excess (forty equivalents) of isocyanide and 1,2- or 1,3-diamines. An X-ray investigation of (8) revealed a stereochemistry with the two spiro-linked seven-membered metallacycles strongly bending out of the PtC4 coordination plane in opposite directions. In addition, three palladium bis-chelates with mixed amine/carbene bidentate ligands were obtained from reactions of PdI2 with only four equivalents of isocyanide and t

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44

Bacaloglu, R., L. Cotarcâ, N. Marcu, and St Tölgyi. "Kinetics and mechanism of isocyanate reactions. II. Reactions of Aryl Isocyanates with Alcohols in the presence ob tertiary amines." Journal für Praktische Chemie 330, no. 4 (1988): 530–40. http://dx.doi.org/10.1002/prac.19883300406.

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45

Ramos-Tomillero, Iván, Marisa K. Sánchez, Hortensia Rodríguez та Fernando Albericio. "Structure-Acid Lability Relationship of N-alkylated α,α-dialkylglycine Obtained via a Ugi Multicomponent Reaction". Molecules 26, № 1 (2021): 197. http://dx.doi.org/10.3390/molecules26010197.

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Using the classical Ugi four-component reaction to fuse an amine, ketone, carboxylic acid, and isocyanide, here we prepared a short library of N-alkylated α,α-dialkylglycine derivatives. Due to the polyfunctionality of the dipeptidic scaffold, this highly steric hindered system shows an interesting acidolytic cleavage of the C-terminal amide. In this regard, we studied the structure-acid lability relationship of the C-terminal amide bond (cyclohexylamide) of N-alkylated α,α-dialkylglycine amides 1a–n in acidic media and, afterward, it was established that the most important structural features

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46

Cornille, Adrien, Marine Blain, Rémi Auvergne, Bruno Andrioletti, Bernard Boutevin, and Sylvain Caillol. "A study of cyclic carbonate aminolysis at room temperature: effect of cyclic carbonate structures and solvents on polyhydroxyurethane synthesis." Polymer Chemistry 8, no. 3 (2017): 592–604. http://dx.doi.org/10.1039/c6py01854h.

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In recent years, intensive research and development have been carried out for the synthesis of isocyanate free polyurethanes from the reaction between five-membered cyclic carbonates and amines to yield polyhydroxyurethanes (PHU).

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Shaabani, Ahmad, Hassan Farhid, Mohammad Mahdi Rostami, and Behrouz Notash. "Synthesis of Depsipeptides via Isocyanide-Based Consecutive Bargellini–Passerini Multicomponent Reactions." SynOpen 05, no. 03 (2021): 167–72. http://dx.doi.org/10.1055/a-1533-3823.

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AbstractAn efficient and straightforward approach has been established for the preparation of a new class of depsipeptide structures via isocyanide-based consecutive Bargellini–Passerini multicomponent reactions. 3-Carboxamido-isobutyric acids bearing an amide bond were obtained via Bargellini multicomponent reaction from isocyanides, acetone, and chloroform in the presence of sodium hydroxide. Next, via a Passerini multicomponent-reaction strategy, a new class of depsipeptides was synthesized using the Bargellini reaction products, isocyanides, and aldehydes. The depsipeptides thus prepared h

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ABE, Yoshimoto, Hidefumi TANAKA, Naoki SHIKANO, and Takahiro GUNJI. "Reaction of Isocyanato(trimethyl)silane and Triethoxy(isocyanato)silane with Amines." NIPPON KAGAKU KAISHI, no. 3 (2001): 157–62. http://dx.doi.org/10.1246/nikkashi.2001.157.

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Wolf, Mark E., Jonathon E. Vandezande, and Henry F. Schaefer. "Catalyzed reaction of isocyanates (RNCO) with water." Physical Chemistry Chemical Physics 23, no. 34 (2021): 18535–46. http://dx.doi.org/10.1039/d1cp03302f.

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The reactions between substituted isocyanates (RNCO) and other small molecules (e.g. water, alcohols, and amines) are of significant industrial importance, particularly for the development of novel polyurethanes and other useful polymers.

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50

Tan, Fen, Zheng-Zheng Meng, Xiao-Qin Xiong, Guo-Ping Zeng, and Ming-Wu Ding. "One-Pot Regioselective Synthesis of 2,5,6,7-Tetrahydroimidazo [1,2-a]imidazol-3-ones Starting from (Vinylimino)phosphoranes." Synlett 30, no. 07 (2019): 857–59. http://dx.doi.org/10.1055/s-0037-1611760.

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A new, one-pot, regioselective preparation of 2,5,6,7-tetrahydroimidazo[1,2-a]imidazol-3-ones by a sequential aza-Wittig/nucleophilic addition/cyclization reaction was developed. The aza-Wittig reactions of ethyl (2Z)-3-aryl-2-[(triphenylphosphoranylidene)amino] acrylates with aryl isocyanates produced carbodiimide intermediates that were then treated sequentially with 2-aminoethanol and tosyl chloride/triethylamine to give the corresponding (2Z)-2-[(substituted)benzylidene]-2,5,6,7-tetrahydro-3H-imidazo[1,2-a]imidazol-3-ones in good overall yields and with high regioselectivity.

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