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Journal articles on the topic 'N-Sulfonyl-1'

Author: Grafiati

Published: 4 June 2021

Last updated: 11 February 2022

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1

Ovonramwen, Oluwaseyi B., Bodunde J. Owolabi, and Abiodun Falodun. "Synthesis and Antimicrobial Activities of 1-((5-Chloro-1-ethyl-2-methyl-1H-imidazol-4-yl)sulfonyl)-N-ethylpyrrolidine-2-carboxamide." Tanzania Journal of Science 47, no. 3 (2021): 1296–302. http://dx.doi.org/10.4314/tjs.v47i3.36.

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A new 1-((5-chloro-1-ethyl-2-methyl-1H-imidazol-4-yl)sulfonyl)-N-ethylpyrrolidine-2-carboxamide was synthesized from methyl-1-[(5-chloro-1-ethyl-2-methyl-1H-imidazol-4-yl)sulfonyl]pyrrolidine-2-carboxylate and ethylamine. The compound methyl-1-[(5-chloro-1-ethyl-2-methyl-1H-imidazol-4-yl)sulfonyl]pyrrolidine-2-carboxylate was synthesized from methyl pyrrolidine-2-carboxylate and 5-chloro-4-chlorosulfonyl-1-ethyl-2-methyl-imidazole. The compounds were characterized based on FTIR, 1H, 13C NMR, and DEPT 135 analysis. Antimicrobial activities of the 1-((5-chloro-1-ethyl-2-methyl-1H-imidazol-4-yl)s

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2

Ilkin, Vladimir, Vera Berseneva, Tetyana Beryozkina, et al. "Regioselective synthesis of heterocyclic N-sulfonyl amidines from heteroaromatic thioamides and sulfonyl azides." Beilstein Journal of Organic Chemistry 16 (December 1, 2020): 2937–47. http://dx.doi.org/10.3762/bjoc.16.243.

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N-Sulfonyl amidines bearing 1,2,3-triazole, isoxazole, thiazole and pyridine substituents were successfully prepared for the first time by reactions of primary, secondary and tertiary heterocyclic thioamides with alkyl- and arylsulfonyl azides. For each type of thioamides a reliable procedure to prepare N-sulfonyl amidines in good yields was found. Reactions of 1-aryl-1,2,3-triazole-4-carbothioamides with azides were shown to be accompanied with a Dimroth rearrangement to form 1-unsubstituted 5-arylamino-1,2,3-triazole-4-N-sulfonylcarbimidamides. 2,5-Dithiocarbamoylpyridine reacts with sulfony

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3

Konovalova, S. A., A. P. Avdeenko, V. I. Lubenets, O. Z. Komarovska-Porokhnyavets, I. Yu Yakymenko, and E. N. Lysenko. "BIOLOGICAL ACTIVITY OF N-{3-[(4-METHYLBENZENE-1- SULFONYL)IMINO]-6-OXOCYCLOHEXA-1,4-DIEN-1-YL}ARYLAMIDES AND THEIR DERIVATIVES." Odesa National University Herald. Chemistry 26, no. 1(77) (2021): 37–47. http://dx.doi.org/10.18524/2304-0947.2021.1(77).226136.

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N-{3-[(4-Methylbenzene-1-sulfonyl)imino]-6-oxocyclohexa-1,4-dien-1-yl}arylamides and their derivatives were synthesized by the reaction of the corresponding N-(4-oxocyclohexa-2,5-dien-1-ylidene)arylsulfonamides with N-chloramides. The biological activity of the synthesized compounds was studied on test cultures of Escherichia coli 67, Staphylococcus aureus 209-p, Mycobacterium luteum VKM B-868 and fungi Candida tenuis VKM Y-70, Aspergillus niger VKM F-1119 by the method of diffusion of substances into agar on a solid nutrient medium. The degree of activity of the test compounds was determined

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4

Višņevska, J., E. Jaščenko, I. Šestakova, A. Gulbe, and E. Ābele. "Unusual Synthesis and Cytotoxicity of N-[2-(Benzothiazol-2-Sulfonyl)-1-Ethoxyethoxy]- 5-(Benzothiazol-2-Ylsulfanyl)Pentanamidine." Latvian Journal of Chemistry 51, no. 1-2 (2012): 149–53. http://dx.doi.org/10.2478/v10161-012-0003-1.

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Unusual Synthesis and Cytotoxicity of N-[2-(Benzothiazol-2-Sulfonyl)-1-Ethoxyethoxy]- 5-(Benzothiazol-2-Ylsulfanyl)PentanamidineAddition of N-hydroxy-5-(benzothiazolylthio)pentanamidine toE-2-(2-chlorovinylsulfonyl)benzothiazole in the presence of NaH was studied. The main product of reaction - N-[2-(benzothiazol-2-sulfonyl)-1-ethoxyethoxy]-5-(benzothiazol-2-ylsulfanyl)pentanamidine exhibits high cytotoxicity.

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5

Teo, Wan Teng, Weidong Rao, Ming Joo Koh, and Philip Wai Hong Chan. "Gold-Catalyzed Domino Aminocyclization/1,3-Sulfonyl Migration of N-Substituted N-Sulfonyl-aminobut-3-yn-2-ols to 1-Substituted 3-Sulfonyl-1H-pyrroles." Journal of Organic Chemistry 78, no. 15 (2013): 7508–17. http://dx.doi.org/10.1021/jo401083m.

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6

Li, Pei, Junliang Zhou, Yan Liu, and Xiang Wang. "Synthesis and biological evaluation of 2-(4-substituted benzene-1-sulfonyl)-N'-(substituted-1-sulfonyl)acetohydrazide as antibacterial agents." Chemical Papers 74, no. 12 (2020): 4559–65. http://dx.doi.org/10.1007/s11696-020-01271-6.

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7

Arupula, Sanjeeva Kumar, Santosh K. Gudimella, Soumitra Guin, Shaikh M. Mobin, and Sampak Samanta. "Chemoselective cyclization of N-sulfonyl ketimines with ethenesulfonyl fluorides: access to trans-cyclopropanes and fused-dihydropyrroles." Organic & Biomolecular Chemistry 17, no. 13 (2019): 3451–61. http://dx.doi.org/10.1039/c9ob00433e.

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A stereo- and chemoselective ring closing reaction of N-sulfonyl ketimines with ethene sulfonyl fluorides promoted by DBU is reported. This selective C–C vs. C–N bond cyclization process delivers to trans-cyclopropanes (dr up to ≤99 : 1) and fused-dihydropyrroles.

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8

Neidlein, Richard, Walter Kramer, and Udo J. Klotz. "13C-NMR-spektroskopische Untersuchungen an substituierten N-Sulfonyl-1-azabutadienen." Archiv der Pharmazie 318, no. 11 (1985): 1038–42. http://dx.doi.org/10.1002/ardp.19853181114.

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9

Neidlein, Richard, Walter Kramer, and Udo J. Klotz. "1H-NMR-spektroskopische Untersuchungen an substituierten N-Sulfonyl-1-azabutadienen." Archiv der Pharmazie 318, no. 12 (1985): 1070–80. http://dx.doi.org/10.1002/ardp.19853181204.

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10

Ohba, Shigeru, Noriaki Gomi, Tadaaki Ohgiya, and Kimiyuki Shibuya. "Three derivatives of 4-fluoro-5-sulfonylisoquinoline." Acta Crystallographica Section C Crystal Structure Communications 68, no. 10 (2012): o427—o430. http://dx.doi.org/10.1107/s0108270112039388.

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In 4-fluoroisoquinoline-5-sulfonyl chloride, C9H5ClFNO2S, (I), one of the two sulfonyl O atoms lies approximately on the isoquinoline plane as a result of minimizing the steric repulsion between the chlorosulfonyl group and the neighbouring F atom. In (S)-(−)-4-fluoro-N-(1-hydroxypropan-2-yl)isoquinoline-5-sulfonamide, C12H13FN2O3S, (II), there are two crystallographically independent molecules (Z′ = 2). The molecular conformations of these two molecules differ in that the amine group of one forms an intramolecular bifurcated hydrogen bond with the F and OH groups, whilst the other forms only

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11

Teo, Wan Teng, Weidong Rao, Ming Joo Koh, and Pilip Wai Hong Chan. "ChemInform Abstract: Gold-Catalyzed Domino Aminocyclization/1,3-Sulfonyl Migration of N-Substituted N-Sulfonyl-aminobut-3-yn-2-ols to 1-Substituted 3-Sulfonyl-1H-pyrroles." ChemInform 44, no. 51 (2013): no. http://dx.doi.org/10.1002/chin.201351132.

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12

Sun, Chenyang, Xiao Yuan, Yan Li, Xiaoxiao Li, and Zhigang Zhao. "N 1-Selective alkenylation of 1-sulfonyl-1,2,3-triazoles with alkynes via gold catalysis." Organic & Biomolecular Chemistry 15, no. 13 (2017): 2721–24. http://dx.doi.org/10.1039/c7ob00142h.

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13

Ma, Ting, Chenyang Sun, Xiao Yuan, Xiaoxiao Li, and Zhigang Zhao. "N-2-Selective gold-catalyzed alkylation of 1-sulfonyl-1,2,3-trizoles." RSC Advances 7, no. 2 (2017): 1062–66. http://dx.doi.org/10.1039/c6ra26521a.

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14

Riabchenko, Anastasiia, Olga Shablykina, Serhiy Shilin, Svitlana Chumachenko, and Volodymyr Khilya. "Amino acid sulfonamides based on 4-(1-oxo-1H-isochromen-3-yl)benzenesulfonyl chloride." Ukr. Bioorg. Acta 2020, Vol. 15, N2 15, no. 2 (2020): 27–32. http://dx.doi.org/10.15407/bioorganica2020.02.027.

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The creation of new amino acid derivatives of 4-(1-oxo-1H-isochromen-3-yl)benzenesulfonyl chloride 1 was investigated. The interaction of the sulfonyl chloride 1 with amino acid methyl esters (hydrochlorides) in 1,4-dioxane in the presence of triethylamine led to the corresponding amino acid sulfonamide derivatives of isocoumarin. The reaction of the sulfonyl chloride 1 with phenylalanine in the basic aqueous solution was complicated by the lactone system disclosure and led to 2'-carboxydeoxybenzoin ultimately (namely, 2-(2-(4-(N-(1-carboxy-2-phenylethyl)sulfamoyl)phenyl)-2-oxoethyl)benzoic ac

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15

Avdeenko, A. P., S. A. Konovalova, I. Yu Yakymenko, V. M. Baumer, S. V. Shishkina, and V. V. Pirozhenko. "Interaction of 4-{[(tolyl(methane)sulphonyl)oxy]imino}cyclohexa-2,5-dien-1-ones with N-nucleophiles." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 1 (January 2021): 3–11. http://dx.doi.org/10.32434/0321-4095-2021-134-1-3-11.

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Hydrazones of 1,4-benzoquinone, which have a wide range of biological activities, can be synthesized in the reactions of 4-{[(arylsulfonyl)oxy]imino}cyclohexa-2,5-diene-1-ones or N-(4-oxocyclohexa-2,5-diene-1-ylidene)arylsulfonamides with N-substituted hydrazines. In this study, the reaction of 2,6-disubstituted 4-{[(tolyl(methane)sulfonyl)oxy]imino}cyclohexa-2,5-diene-1-ones with aroylhydrazides gave N'-(3,5-dialkyl-4-oxocyclohexa-2,5-diene-1-ylidene)aroylhydrazides, which can be obtained by cross-synthesis in the reaction of N-(3,5-dialkyl-4-oxocyclohexa-2,5-dien-1-ylidene)arylsulfonamides w

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16

Buist, Amanda R., Lynn Dennany, Alan R. Kennedy, Craig Manzie, Katherine McPhie, and Brandon Walker. "Eight salt forms of sulfadiazine." Acta Crystallographica Section C Structural Chemistry 70, no. 9 (2014): 900–907. http://dx.doi.org/10.1107/s2053229614018725.

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Proton transfer to the sulfa drug sulfadiazine [systematic name: 4-amino-N-(pyrimidin-2-yl)benzenesulfonamide] gave eight salt forms. These are the monohydrate and methanol hemisolvate forms of the chloride (2-{[(4-azaniumylphenyl)sulfonyl]azanidyl}pyrimidin-1-ium chloride monohydrate, C10H11N4O2S+·Cl−·H2O, (I), and 2-{[(4-azaniumylphenyl)sulfonyl]azanidyl}pyrimidin-1-ium chloride methanol hemisolvate, C10H11N4O2S+·Cl−·0.5CH3OH, (II)); a bromide monohydrate (2-{[(4-azaniumylphenyl)sulfonyl]azanidyl}pyrimidin-1-ium bromide monohydrate, C10H11N4O2S+·Br−·H2O, (III)), which has a disordered water

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17

Sorokin, V. I., S. N. Golosov, A. N. Kornilov, et al. "Synthesis and structural investigations of N(1-methyl-2-carbomethoxyindolyl-3-sulfonyl)-N?-hetarylureas." Chemistry of Heterocyclic Compounds 30, no. 3 (1994): 317–24. http://dx.doi.org/10.1007/bf01165698.

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18

Choi, Wonseok, Jaeeun Kim, Taekyu Ryu, Ki-Bbeum Kim, and Phil Ho Lee. "Synthesis of N-Imidoyl and N-Oxoimidoyl Sulfoximines from 1-Alkynes, N-Sulfonyl Azides, and Sulfoximines." Organic Letters 17, no. 13 (2015): 3330–33. http://dx.doi.org/10.1021/acs.orglett.5b01553.

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19

Kim, Sanghyuck, Ji Eun Kim, Jinsub Lee, and Phil Ho Lee. "ChemInform Abstract: N-Imidazolylation of Sulfoximines from N-Cyano Sulfoximines, 1-Alkynes, and N-Sulfonyl Azides." ChemInform 47, no. 12 (2016): no. http://dx.doi.org/10.1002/chin.201612150.

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20

Zhang, Zhen-Zhen, Yongna Zhang, Hui-Xin Duan, Zhuo-Fei Deng та You-Qing Wang. "Enantioselective (3+2) cycloaddition via N-heterocyclic carbene-catalyzed addition of homoenolates to cyclic N-sulfonyl trifluoromethylated ketimines: synthesis of fused N-heterocycle γ-lactams". Chemical Communications 56, № 10 (2020): 1553–56. http://dx.doi.org/10.1039/c9cc09269b.

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An enantioselective (3+2) cycloaddition via N-heterocyclic carbene-catalyzed homoenolate addition to cyclic N-sulfonyl trifluoromethyl ketimines is realized, affording fused N-heterocycle γ-lactams with up to >20 : 1 dr and 94–99% ee.

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21

Luo, Han, Zongyuan Tang, Tao Wang, et al. "Regioselective N1- and N2-heterocycloalkylation of N1-sulfonyl-1,2,3-triazoles." Organic Chemistry Frontiers 7, no. 22 (2020): 3727–33. http://dx.doi.org/10.1039/d0qo01111h.

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A tuneable and visible-light-driven three-component reaction between N<sup>1</sup>-sulfonyl-1,2,3-triazoles, saturated heterocycles, and N-bromosuccinimide for regioselective synthesis of N<sup>1</sup>- or N<sup>2</sup>-heterocycloalkylated 1,2,3-triazoles.

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22

Kim, Cheol-Eui, Sangjune Park, Dahan Eom, Boram Seo, and Phil Ho Lee. "Synthesis of Pyrroles from Terminal Alkynes, N-Sulfonyl Azides, and Alkenyl Alkyl Ethers through 1-Sulfonyl-1,2,3-triazoles." Organic Letters 16, no. 7 (2014): 1900–1903. http://dx.doi.org/10.1021/ol500718s.

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23

Cablewski, Teresa, Craig L. Francis, and Andris J. Liepa. "N, N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. V The Preparation of some Benzimidazo-Fused [1,2,4,6]Thiatriazine Dioxides." Australian Journal of Chemistry 61, no. 1 (2008): 59. http://dx.doi.org/10.1071/ch07336.

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N,N-dialkyl-N′-chlorosulfonyl chloroformamidines 1 were treated with 2-aminobenzimidazoles 2 to give [1,2,4,6]thiatriazino[2,3-a]benzimidazole 1,1-dioxides 3 and [1,2,4,6]thiatriazino[4,3-a]benzimidazole 2,2-dioxides 4. Some N-alkyl-, N-acyl-, and N-sulfonyl-derivatives of 3 were prepared. These products are derivatives of rare heterocycles.

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24

Buchholz, Berthold, Andreas Onistschenko, and Helmut Stamm. "Reactions with Aziridines, 37 [1]. N,N'-Substituted 1,1-Dimethylethylenediamines by Highly Regioselective Ring Opening of Activated 2,2-Dimethylaziridines through Aliphatic Amines." Zeitschrift für Naturforschung B 41, no. 10 (1986): 1311–14. http://dx.doi.org/10.1515/znb-1986-1019.

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Secondary and primary aliphatic amines 2 form regioselectively N,N '-substituted 1,1-dimethylethylenediamines by reaction with activated 2,2-dimethylaziridines 1. The kind of activation (X in 1), determines the mode of ring opening: X = sulfonyl gives structure 3, X = acyl or 2,4- dinitrophenyl structure 4.

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25

Yuan, Chunhao, Hui Zhang, Mengna Yuan, Lei Xie та Xiaoqun Cao. "Synthesis of 1,4-diazepinone derivatives via a domino aza-Michael/SN2 cyclization of 1-azadienes with α-halogenoacetamides". Organic & Biomolecular Chemistry 18, № 6 (2020): 1082–86. http://dx.doi.org/10.1039/c9ob02626f.

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A novel cyclization of N-alkoxy α-halogenoacetamides with N-sulfonyl-1-aza-1,3-butadienes has been developed for the efficient preparation of 1,4-diazepinones in one step under transition metal-free conditions.

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26

Kurkin, A. V., A. V. Karchava та M. A. Yurovskaya. "ChemInform Abstract: Reaction of 1-(R-Sulfonyl)indoles with N,N-Dibenzyl-β-amino Alcohols." ChemInform 32, № 29 (2010): no. http://dx.doi.org/10.1002/chin.200129125.

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27

Kim, Sanghyuck, Ji Eun Kim, Jinsub Lee, and Phil Ho Lee. "N-Imidazolylation of Sulfoximines fromN-Cyano Sulfoximines, 1-Alkynes, andN-Sulfonyl Azides." Advanced Synthesis & Catalysis 357, no. 16-17 (2015): 3707–17. http://dx.doi.org/10.1002/adsc.201500636.

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28

Tang, Meng, Bingjie Chu, and Xiaowei Chang. "Direct N-Alkylation and Kemp Elimination Reactions of 1-Sulfonyl-1H -Indazoles." Chemistry - An Asian Journal 13, no. 16 (2018): 2109–16. http://dx.doi.org/10.1002/asia.201800741.

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29

Zhou, Feng-Yan, Chang-Jun Sun та Ji-Hai Li. "SYNTHESIS OF 1-ARYL- SULFONYL-3-N-(β-D-METHYL ACETYLGLUCURONATE-1-YL)- 5-FLUOROURACIL". Synthetic Communications 31, № 18 (2001): 2837–40. http://dx.doi.org/10.1081/scc-100105334.

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30

Choi, Wonseok, Jaeeun Kim, Taekyu Ryu, Ki-Bbeum Kim, and Phil Ho Lee. "Correction to Synthesis of N-Imidoyl and N-Oxoimidoyl Sulfoximines from 1-Alkynes, N-Sulfonyl Azides, and Sulfoximines." Organic Letters 17, no. 18 (2015): 4650. http://dx.doi.org/10.1021/acs.orglett.5b02553.

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31

Choi, Wonseok, Jaeeun Kim, Taekyu Ryu, Ki-Bbeum Kim, and Phil Ho Lee. "ChemInform Abstract: Synthesis of N-Imidoyl and N-Oxoimidoyl Sulfoximines from 1-Alkynes, N-Sulfonyl Azides, and Sulfoximines." ChemInform 46, no. 45 (2015): no. http://dx.doi.org/10.1002/chin.201545104.

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32

Liu, Yu, Jia-Ling Zhang, Ming-Bo Zhou, Ren-Jie Song, and Jin-Heng Li. "Copper-catalyzed cascade cyclization of 1,7-enynes with aromatic sulfonyl chlorides toward selective assembly of benzo[j]phenanthridin-6(5H)-ones." Chem. Commun. 50, no. 92 (2014): 14412–14. http://dx.doi.org/10.1039/c4cc06913g.

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33

Li, Long-Hai, Yu Jiang, Jian Hao, Yin Wei, and Min Shi. "N 2 -Selective Autocatalytic Ditriazolylation Reactions of Cyclopropenones and Tropone with N 1 -Sulfonyl-1,2,3-triazoles." Advanced Synthesis & Catalysis 359, no. 19 (2017): 3304–10. http://dx.doi.org/10.1002/adsc.201700936.

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34

SOROKIN, V. I., S. N. GOLOSOV, A. N. KORNILOV, et al. "ChemInform Abstract: N-(1-Methyl-2-methoxycarbonylindolyl-3-sulfonyl)-N-hetaryl Ureas: Synthesis and Structural Studies." ChemInform 26, no. 12 (2010): no. http://dx.doi.org/10.1002/chin.199512142.

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35

Kim, Cheol-Eui, Sangjune Park, Dahan Eom, Boram Seo, and Phil Ho Lee. "ChemInform Abstract: Synthesis of Pyrroles from Terminal Alkynes, N-Sulfonyl Azides, and Alkenyl Alkyl Ethers Through 1-Sulfonyl-1,2,3-triazoles." ChemInform 45, no. 37 (2014): no. http://dx.doi.org/10.1002/chin.201437121.

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36

Zhao, Yu, Zitong Zhou, Lvling Liu, et al. "The Copper-Catalyzed Reaction of 2-(1-Hydroxyprop-2-yn-1-yl)phenols with Sulfonyl Azides Leading to C3-Unsubstituted N-Sulfonyl-2-iminocoumarins." Journal of Organic Chemistry 86, no. 13 (2021): 9155–62. http://dx.doi.org/10.1021/acs.joc.1c00331.

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37

Rossi, Cristina, Christopher I. Fincham, Piero D’Andrea, et al. "4-N-Hydroxy-4-[1-(sulfonyl)piperidin-4-yl]-butyramides as HDAC inhibitors." Bioorganic & Medicinal Chemistry Letters 21, no. 22 (2011): 6767–69. http://dx.doi.org/10.1016/j.bmcl.2011.09.042.

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38

Verma, Kamal, Irshad Maajid Taily, and Prabal Banerjee. "Exploitation of donor–acceptor cyclopropanes and N-sulfonyl 1-azadienes towards the synthesis of spiro-cyclopentane benzofuran derivatives." Organic & Biomolecular Chemistry 17, no. 35 (2019): 8149–52. http://dx.doi.org/10.1039/c9ob01369e.

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An efficient method for the synthesis of spiro-cyclopentane benzofuran derivatives via a MgI<sub>2</sub>-catalyzed formal [3 + 2] cycloaddition reaction between donor–acceptor cyclopropanes and N-sulfonyl 1-azadienes in good yield has been developed.

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39

Guarnieri-Ibáñez, Alejandro, Florian Medina, Céline Besnard, Sarah L. Kidd, David R. Spring та Jérôme Lacour. "Diversity-oriented synthesis of heterocycles and macrocycles by controlled reactions of oxetanes with α-iminocarbenes". Chemical Science 8, № 8 (2017): 5713–20. http://dx.doi.org/10.1039/c7sc00964j.

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40

Mandal, Santanu, Vishal K. Rajput, Anders P. Sundin, Hakon Leffler, Balaram Mukhopadhyay, and Ulf J. Nilsson. "Galactose-amidine derivatives as selective antagonists of galectin-9." Canadian Journal of Chemistry 94, no. 11 (2016): 936–39. http://dx.doi.org/10.1139/cjc-2015-0598.

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The family of galectin proteins involved in adhesion, growth regulation, immunity, and inflammatory events are important targets for development of small molecule antagonists. Here, N-sulfonyl amidine galactopyranoside derivatives obtained via a multicomponent reaction between galactose alkyne derivatives, sulfonyl azides, and amines were evaluated as antagonists of galectin-1, -2, -3, -4N (N-terminal domain), -4C (C-terminal domain), -8N, -9N, and -9C in a competitive fluorescence polarization assay. Highly selective compounds against galectin-9N with up to 30-fold improved affinity compared

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41

Sathya Moorthy, Pon, M. Balasubramanian, V. Dhayalan, A. K. Mohanakrishnan, and M. N. Ponnuswamy. "Ethyl 2-acetamidomethyl-5-methoxy-1-(phenylsulfonyl)indole-3-carboxylate." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4223. http://dx.doi.org/10.1107/s1600536807047563.

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In the title compound, C21H22N2O6S, the dihedral angle between the sulfonyl-bound phenyl ring and the indole ring system is 79.4 (1)°. The crystal packing is controlled by intra- and intermolecular N—H...O, C—H...O and C—H...π interactions, in addition to van der Waals forces.

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42

Sreenivasa, S., M. S. Nanjundaswamy, S. Madankumar, N. K. Lokanath, E. Suresha, and P. A. Suchetan. "N-(4-Methoxybenzoyl)benzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 70, no. 2 (2014): o192. http://dx.doi.org/10.1107/s1600536814001330.

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In the title compound, C14H13NO4S, the dihedral angle between the aromatic rings is 69.81 (1)°; the dihedral angle between the planes defined by the S—N—C=O segment of the central chain and the sulfonyl benzene ring is 74.91 (1)°. In the crystal, the molecules are linked by weak N—H...O hydrogen bonds intoC(4) chains running along [100]. The molecules in adjacent chains are linked by weak C—H...O interactions, generatingR22(16) dimeric pairs. Weak C—H...π interactions connect the double chains into (001) sheets.

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43

Danish, Muhammad, Muhammad Nawaz Tahir, Nabila Jabeen, and Muhammad Asam Raza. "Crystal structure of (2S)-3-methyl-2-[(naphthalen-1-ylsulfonyl)amino]butanoic acid." Acta Crystallographica Section E Crystallographic Communications 71, no. 5 (2015): o308. http://dx.doi.org/10.1107/s2056989015007057.

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The title compound, C15H17NO4S, was synthesized from L-valine and naphthalene-1-sulfonyl chloride. The hydrogen-bonded carboxylic acid groups form a catemerC(4) motif extending along [100]. The catemer structure is reinforced by a rather long N—H...O hydrogen bond, between the sulfamide N—H group and a carboxylic acid O atom [H...O = 2.52 (2) Å], and a C—H...O hydrogen bond.

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44

Arshad, Muhammad Nadeem, Mohammed M. Rahman, Abdullah M. Asiri, Tariq R. Sobahi, and Shu-Hong Yu. "Development of Hg2+ sensor based on N′-[1-(pyridin-2-yl)ethylidene]benzenesulfono-hydrazide (PEBSH) fabricated silver electrode for environmental remediation." RSC Advances 5, no. 99 (2015): 81275–81. http://dx.doi.org/10.1039/c5ra09399f.

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N′-[1-(Pyridin-2-yl)ethylidene]benzenesulfonohydrazide (PEBSH) was synthesized via a simple condensation of 2-acetyl pyridine and benzene sulfonyl hydrazide in very good yield and crystallized, and then used in the formation of a Hg<sup>2+</sup> sensor.

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45

Siemann, Stefan, Darryl P. Evanoff, Laura Marrone, Anthony J. Clarke, Thammaiah Viswanatha та Gary I. Dmitrienko. "N-Arylsulfonyl Hydrazones as Inhibitors of IMP-1 Metallo-β-Lactamase". Antimicrobial Agents and Chemotherapy 46, № 8 (2002): 2450–57. http://dx.doi.org/10.1128/aac.46.8.2450-2457.2002.

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ABSTRACT Members of a family of N-arylsulfonyl hydrazones have been identified as novel inhibitors of IMP-1, a metallo-β-lactamase of increasing prevalence. Structure-activity relationship studies have indicated a requirement for bulky aromatic substituents on each side of the sulfonyl hydrazone backbone for these compounds to serve as efficient inhibitors of IMP-1. Molecular modeling has provided insight into the structural basis for the anti-metallo-β-lactamase activity exhibited by this class of compounds.

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46

Ngassa, Felix N., Shannon M. Biros, and Richard J. Staples. "Crystal structure ofN-[(1S,2S)-2-aminocyclohexyl]-2,4,6-trimethylbenzenesulfonamide." Acta Crystallographica Section E Crystallographic Communications 71, no. 12 (2015): 1521–24. http://dx.doi.org/10.1107/s205698901502191x.

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The title compound, C15H24N2O2S, was synthesizedviaa substitution reaction between the enantiopure (1S,2S)-(+)-1,2-diaminocyclohexane and 2,4,6-trimethylbenzene-1-sulfonyl chloride. The cyclohexyl and phenyl substituents are orientedgauchearound the sulfonamide S—N bond. In the crystal, molecules are linkedviaN—H...N hydrogen bonds, forming chains propagating along [100].

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47

Zhu, Cheng-Zhi, Yin Wei, and Min Shi. "Rhodium(ii)-catalyzed divergent intramolecular tandem cyclization of N- or O-tethered cyclohexa-2,5-dienones with 1-sulfonyl-1,2,3-triazole: synthesis of cyclopropa[cd]indole and benzofuran derivatives." Organic Chemistry Frontiers 6, no. 16 (2019): 2884–91. http://dx.doi.org/10.1039/c9qo00714h.

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A novel rhodium(ii)-catalyzed divergent intramolecular tandem cyclization of N- or O-tethered cyclohexa-2,5-dienones and 1-sulfonyl-1,2,3-triazole is disclosed, affording cyclopropa[cd]indole and benzofuran derivatives in moderate to good yields.

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48

Sreenivasa, S., B. S. Palakshamurthy, S. Madankumar, N. K. Lokanath, and P. A. Suchetan. "N-(4-Methoxybenzoyl)-2-methylbenzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 70, no. 2 (2014): o193. http://dx.doi.org/10.1107/s1600536814001354.

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In the title compound, C15H15NO4S, the dihedral angle between the aromatic rings is 80.81 (1)° and the dihedral angle between the planes defined by the S—N—C=O fragment and the sulfonyl benzene ring is 86.34 (1)°. In the extended structure, dimers related by a crystallographic twofold axis are connected by pairs of both N—H...O hydrogen bonds and C—H...O interactions, which generateR22(8) andR22(14) loops, respectively. A weak aromatic π–π stacking interaction is also observed [centroid–centroid separation = 3.7305 (3) Å].

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49

van der Sluis, P., and A. L. Spek. "Structure of 2-hydroxy-(5-{[4-(2-pyridinylamino)sulfonyl]phenyl}azo)benzoic acid–N,N-dimethylformamide–H2O (1/0.5/n)(n∝2.25)." Acta Crystallographica Section C Crystal Structure Communications 46, no. 5 (1990): 883–86. http://dx.doi.org/10.1107/s0108270189010061.

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50

Cederbaum, Fredrik, Alain De Mesmaeker, André Jeanguenat, et al. "N-Sulfonyl Amino Acid Amides, a Novel Class of Compounds with Fungicidal Activity [1]." CHIMIA International Journal for Chemistry 57, no. 11 (2003): 680–84. http://dx.doi.org/10.2533/000942903777678542.

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