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1

Ishida, Hiroyuki, Bilkish Rahman, and Setsuo Kashino. "Morpholinium 2-chloro-4-nitrobenzoate, 2-chloro-5-nitrobenzoate and 4-chloro-3-nitrobenzoate." Acta Crystallographica Section C Crystal Structure Communications 57, no. 12 (2001): 1450–53. http://dx.doi.org/10.1107/s0108270101016389.

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2

Wang, Dao-Cai, Hang Song, Chang Yang, Wen-Cai Huang, and Shun Yao. "2-Chloro-N-(4-chloro-3-iodophenyl)-4-(methylsulfonyl)benzamide." Acta Crystallographica Section E Structure Reports Online 68, no. 1 (2011): o189. http://dx.doi.org/10.1107/s1600536811053633.

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3

Lehmler, Hans-Joachim, Larry W. Robertson, and Sean Parkin. "4-Chloro-3′,4′-dihydroxybiphenyl." Acta Crystallographica Section E Structure Reports Online 57, no. 7 (2001): o590—o591. http://dx.doi.org/10.1107/s1600536801008844.

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4

Olszewska, E., B. Tarasiuk, and S. Pikus. "New powder diffraction data of some N-derivatives of 4-chloro-3,5-dimethylphenoxyacetamide-potential pesticides." Powder Diffraction 26, no. 4 (2011): 337–45. http://dx.doi.org/10.1154/1.3652921.

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N-derivatives of 4-chloro-3,5-dimethylphenoxyacetamide—2-(4-chloro-3,5-dimethylphenoxy)-N-(4-fluorophenyl)acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-(3-chloro-4-fluorophenyl) acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-[4-chloro-3-(trifluoromethyl)phenyl] acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-[3-chloro-4-methylphenyl]acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-(2,4,6-tribromophenyl) acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-pyridin-2-ylacetamide, 1-[(4-chloro-3,5-dimethylphenoxy)acetyl]-4-methylpiperazine, and 1-benzyl-4-[(4-chloro-3,5-dimethylphenoxy)acetyl]piperazine—have
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5

Yang, De-Suo. "4-Chloro-N′-(5-chloro-2-hydroxybenzylidene)benzohydrazide." Acta Crystallographica Section E Structure Reports Online 64, no. 9 (2008): o1758. http://dx.doi.org/10.1107/s1600536808025816.

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6

Zhang, Shu-Sheng, Li-Li Xu, Jin Zou, Sai Bi, and Yong-Hong Wen. "2-Chloro-N-(4-chloro-2-nitrophenyl)acetamide." Acta Crystallographica Section E Structure Reports Online 62, no. 10 (2006): o4478—o4479. http://dx.doi.org/10.1107/s1600536806036555.

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7

Fischer, Alfred, George N. Henderson, and Sumit RayMahasay. "ipso Nitration. XXIX. Nitration of substituted 4-methylanisoles and phenols." Canadian Journal of Chemistry 65, no. 6 (1987): 1233–40. http://dx.doi.org/10.1139/v87-209.

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Nitration of 2-chloro-4-methylanisole (1a) in acetic anhydride gives (Z)-4-chloro-3-methoxy-6-methyl-6-nitrocyclohexa-2,4-dienyl acetate (2a), 2-chloro-4-methyl-4-nitrocyclohexa-2,5-dienone (3a), and 2-chloro-4-methyl-6-nitroanisole (4a). Similarly 2-bromo-4-methylanisole (1b) gives (Z)-4-bromo-3-methoxy-6-methyl-6-nitrocyclohexa-2,4-dienyl acetate (2b), 2-bromo-4-methyl-4-nitrocyclohexa-2,5-dienone (3b), and 2-bromo-4-methyl-6-nitroanisole (4b), whereas 4-methyl-2-nitroanisole (1c) gives (Z)-3-methoxy-6-methyl-4,6-dinitrocyclohexa-2,4-dienyl acetate (2c), (Z)-3-methoxy-6-methyl-2,6-dinitrocyc
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8

Ohba, Shigeru, Keisuke Matsuura, Tamotsu Suzuki, and Noritaka Chida. "2-Chloro-4-(4-methoxybenzyloxy)pyrimidine." Acta Crystallographica Section E Structure Reports Online 58, no. 11 (2002): o1200—o1201. http://dx.doi.org/10.1107/s160053680201797x.

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9

Harrison, William T. A., H. G. Anilkumar, H. S. Yathirajan, B. Sadashivamurthy, and Y. B. Basavaraju. "3-Chloro-4-hydroxy-4′-methylbenzophenone." Acta Crystallographica Section E Structure Reports Online 61, no. 12 (2005): o4146—o4148. http://dx.doi.org/10.1107/s1600536805036780.

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10

Suchetan, P. A., B. Thimme Gowda, Sabine Foro, and Hartmut Fuess. "4-Chloro-N-(4-chlorobenzoyl)benzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 66, no. 6 (2010): o1253. http://dx.doi.org/10.1107/s160053681001559x.

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11

Suchetan, P. A., B. Thimme Gowda, Sabine Foro, and Hartmut Fuess. "4-Chloro-N-(4-methylbenzoyl)benzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 66, no. 6 (2010): o1501. http://dx.doi.org/10.1107/s1600536810019501.

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12

Suchetan, P. A., Sabine Foro, and B. Thimme Gowda. "4-Chloro-N-(4-nitrobenzoyl)benzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 67, no. 4 (2011): o904. http://dx.doi.org/10.1107/s160053681100969x.

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13

Majer, Sean H., and Joseph M. Tanski. "4-Chloro-3-ethylphenol." Acta Crystallographica Section E Structure Reports Online 70, no. 7 (2014): o801. http://dx.doi.org/10.1107/s1600536814013919.

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The title compound, C8H9ClO, packs with two independent molecules in the asymmetric unit, without significant differences in corresponding bond lengths and angles, with the ethyl group in each oriented nearly perpendicular to the aromatic ring having ring-to-side chain torsion angles of 81.14 (18) and −81.06 (19)°. In the crystal, molecules form an O—H...O hydrogen-bonded chain extending along theb-axis direction, through the phenol groups in which the H atoms are disordered. These chains pack together in the solid state, giving a sheet lying parallel to (001),viaan offset face-to-face π-stack
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14

Shakuntala, K., Sabine Foro, and B. Thimme Gowda. "4-Chloro-N-phenylbenzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 67, no. 5 (2011): o1252. http://dx.doi.org/10.1107/s1600536811015108.

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15

Ng, Seik Weng. "1-Chloro-4-hydroxyanthraquinone." Acta Crystallographica Section E Structure Reports Online 61, no. 10 (2005): o3230—o3231. http://dx.doi.org/10.1107/s1600536805028400.

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16

Lynch, Daniel E., and Ian McClenaghan. "2-Chloro-4-methylquinoline." Acta Crystallographica Section E Structure Reports Online 57, no. 1 (2000): o54—o55. http://dx.doi.org/10.1107/s1600536800019590.

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The structure of the title compound, C10H8ClN, comprises planar molecules that form stacked columns parallel to thebcell direction. Two symmetry-related molecules associateviaC—H...N interactions to form a non-planarR22(8) dimer.
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17

Yuan, Juan, and Yan-Ju Liu. "4-Chloro-N-methylbenzamide." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o937. http://dx.doi.org/10.1107/s1600536812008641.

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There are two molecules in the asymmetric unit of the title compound, C8H8ClNO, which are linked in the crystal structureviaN—H...O hydrogen bonds into chains along thebaxis. C—H...O contacts also occur. The benzene ring makes dihedral angles of 5.9 (1) and 16.7 (1)°with the attached amide group in the two independent molecules.
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18

Benetollo, F., G. Bombieri, F. Dall'Acqua, D. Vedaldi, and L. Mosti. "3-Chloro-4-dimethylaminothioangelicin." Acta Crystallographica Section C Crystal Structure Communications 44, no. 8 (1988): 1475–78. http://dx.doi.org/10.1107/s0108270188004457.

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19

Xu, Yun-Hua, Can Wang, and Fanqi Qu. "2-Chloro-4-iodoaniline." Acta Crystallographica Section E Structure Reports Online 64, no. 12 (2008): o2300. http://dx.doi.org/10.1107/s1600536808036076.

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20

Wu, Min. "4-Chloro-6,7-dimethoxyquinoline." Acta Crystallographica Section E Structure Reports Online 67, no. 11 (2011): o3012. http://dx.doi.org/10.1107/s1600536811042589.

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21

Rodrigues, Vinola Z., Lenka Kucková, B. Thimme Gowda, and Jozef Kožíšek. "4-Chloro-N-phenylbenzamide." Acta Crystallographica Section E Structure Reports Online 67, no. 12 (2011): o3171. http://dx.doi.org/10.1107/s1600536811045107.

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22

Rozycka-Sokolowska, Ewa, and Bernard Marciniak. "4-Chloro-1-naphthol." Acta Crystallographica Section C Crystal Structure Communications 65, no. 5 (2009): o207—o210. http://dx.doi.org/10.1107/s0108270109010063.

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23

Ng, Seik Weng. "4-Chloro-2,6-dinitrophenol." Acta Crystallographica Section E Structure Reports Online 66, no. 12 (2010): o3204. http://dx.doi.org/10.1107/s1600536810046490.

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24

Yang, Yuan, Ulli Englert, and Qi Li. "4-Chloro-2-nitroaniline." Acta Crystallographica Section E Structure Reports Online 63, no. 1 (2006): o114—o116. http://dx.doi.org/10.1107/s1600536806051233.

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25

Sharif, Shahzad, Shumaila Younas Mughal, Islam Ullah Khan, Mehmet Akkurt, and Muneeb Hayat Khan. "4-Chloro-N-cyclohexylbenzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 68, no. 2 (2012): o468. http://dx.doi.org/10.1107/s1600536812001870.

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26

Prabha, K., K. N. Vennila, K. J. Rajendra Prasad, and D. Velmurugan. "4-Chloro-2,5-dimethylquinoline." Acta Crystallographica Section E Structure Reports Online 66, no. 8 (2010): o2020. http://dx.doi.org/10.1107/s1600536810025419.

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27

Liu, Xuan-Gan, Wei-Xiao Hu, and Guo-Wu Rao. "1-Chloro-4-propoxythioxanthone." Acta Crystallographica Section E Structure Reports Online 61, no. 1 (2004): o149—o150. http://dx.doi.org/10.1107/s1600536804031770.

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28

Liu, Bo-Nian, Shi-Gui Tang, Hao-Yuan Li, and Cheng Guo. "4-Chloro-3-nitrobenzonitrile." Acta Crystallographica Section E Structure Reports Online 65, no. 1 (2008): o92. http://dx.doi.org/10.1107/s1600536808041330.

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29

Liu, Bo-Nian, Shi-Gui Tang, Hao-Yuan Li, and Cheng Guo. "4-Chloro-3-nitrobenzamide." Acta Crystallographica Section E Structure Reports Online 65, no. 1 (2008): o80. http://dx.doi.org/10.1107/s1600536808041342.

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30

Saeed, Aamer, Rasheed Ahmad Khera, Muhammad Latif, and Masood Parvez. "4-Chloro-N-cyclohexylbenzamide." Acta Crystallographica Section E Structure Reports Online 65, no. 7 (2009): o1539. http://dx.doi.org/10.1107/s1600536809021217.

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31

Wallace, Dawn, John Reglinski, Michelle K. Taylor, and Alan R. Kennedy. "Hexaaqua(4-chloro-3-formylbenzenesulfonato)calcium(II) 4-chloro-3-formylbenzenesulfonate monohydrate." Acta Crystallographica Section E Structure Reports Online 62, no. 2 (2006): m339—m341. http://dx.doi.org/10.1107/s160053680600136x.

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32

Barlin, GB, and C. Jiravinyu. "Potential Antimalarials. XII. 4-Chloro-3-(substituted amino)methyl-5-[7-bromo (and 7-trifluoromethyl)-1,5-naphthyridin-4-ylamino]biphenyl-2-ols and 4-Chloro-3-(substituted amino)methyl-5-(7-trifluoromethyl-quinazolin-4-ylamino)biphenyl-2-ols." Australian Journal of Chemistry 43, no. 8 (1990): 1367. http://dx.doi.org/10.1071/ch9901367.

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The mono- Mannich bases 3-(t- butylamino )methyl-4?-chloro-, 3-(4- benzylpiperidin-1-yl)methyl-4′-chloro-, 3-(4-benzylpiperazin-1- yl )methyl-4′-chloro-, 4′-chloro-3-diethylaminomethyl-, 4′-chloro-3-(pyrrolidin-1-yl)methyl-, 4′-chloro-3-(piperidin-1-yl)methyl- and 4′-chloro-3-(3- and 4- methylpiperidin-1-yl)methyl-5-[7-bromo (and 7- trifluoromethyl )-1,5-naphthyridin-4-ylamino]- biphenyl-2-ol, and the corresponding substituted 5-(7-trifluoromethylquinazolin-4-ylamino)bi- phenyl-2-ols, have been prepared by condensation of the 5-amino-3-(N- substituted aminomethyl )-4′-chlorobiphenyl-2-ols and
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33

Thapa, Susila, and Jeanne L. Bolliger. "High-Yield Synthesis of N4-(3-Chloro-4-fluorophenyl)-7-((4-methoxybenzyl)thio)quinazoline-4,6-diamine via N-(3-Chloro-4-fluorophenyl)-7-((4-methoxybenzyl)thio)-6-nitroquinazolin-4-amine." Molbank 2025, no. 1 (2025): M1958. https://doi.org/10.3390/m1958.

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The target compound, N4-(3-chloro-4-fluorophenyl)-7-((4-methoxybenzyl)thio)quinazoline-4,6-diamine, was synthesized in two steps from N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine by a nucleophilic aromatic substitution, yielding N-(3-chloro-4-fluorophenyl)-7-((4-methoxybenzyl)thio)-6-nitroquinazolin-4-amine which was characterized by 1H NMR, 13C NMR, 19F NMR, and HRMS. Subsequent reduction yielded the target molecule, N4-(3-chloro-4-fluorophenyl)-7-((4-methoxybenzyl)thio)quinazoline-4,6-diamine. The structure of the target compound was confirmed by 1H NMR, 13C NMR, 19F NMR, H
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34

Evans, K. L., F. R. Fronczek, and R. D. Gandour. "2-Chloro-2'-methoxyacetophenone and 2-chloro-4'-methoxyacetophenone." Acta Crystallographica Section C Crystal Structure Communications 48, no. 9 (1992): 1701–3. http://dx.doi.org/10.1107/s0108270192001586.

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35

Ren, Zimo, Yuzhu Guo, Yang Xiao, Alessandra Gianoncelli, Paolo Coghi, and Giovanni Ribaudo. "2-(Butylamino)-6-chloro-4-[3-(7-chloro-4-quinolylamino)propylamino]-1,3,5-triazine." Molbank 2024, no. 4 (2024): M1895. http://dx.doi.org/10.3390/m1895.

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We herein report the synthesis of a 7-chloro-aminoquinoline triazine conjugate. The s-triazine library was generated by stepwise nucleophilic substitution of cyanuric chloride with butylamine. The structure of the compound was comprehensively determined using various analytical techniques, including proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), heteronuclear single quantum coherence (HSQC), and Distortionless Enhancement by Polarization Transfer (DEPT-135) experiments. Additionally, ultraviolet (UV) spectroscopy, Fourier-transform infrared (FTIR) s
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36

Pollmann, Katrin, Victor Wray, and Dietmar H. Pieper. "Chloromethylmuconolactones as Critical Metabolites in the Degradation of Chloromethylcatechols: Recalcitrance of 2-Chlorotoluene." Journal of Bacteriology 187, no. 7 (2005): 2332–40. http://dx.doi.org/10.1128/jb.187.7.2332-2340.2005.

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ABSTRACT To elucidate possible reasons for the recalcitrance of 2-chlorotoluene, the metabolism of chloromethylcatechols, formed after dioxygenation and dehydrogenation by Ralstonia sp. strain PS12 tetrachlorobenzene dioxygenase and chlorobenzene dihydrodiol dehydrogenase, was monitored using chlorocatechol dioxygenases and chloromuconate cycloisomerases partly purified from Ralstonia sp. strain PS12 and Wautersia eutropha JMP134. Two chloromethylcatechols, 3-chloro-4-methylcatechol and 4-chloro-3-methylcatechol, were formed from 2-chlorotoluene. 3-Chloro-4-methylcatechol was transformed into
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37

Zhang, Fu-Gong. "4-Chloro-N-[4-(diethylamino)benzylidene]aniline." Acta Crystallographica Section E Structure Reports Online 66, no. 2 (2010): o382. http://dx.doi.org/10.1107/s160053681000125x.

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38

Yang, De-Suo. "(E)-4-Chloro-N′-(4-hydroxybenzylidene)benzohydrazide." Acta Crystallographica Section E Structure Reports Online 64, no. 9 (2008): o1849. http://dx.doi.org/10.1107/s1600536808027013.

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39

Saravanan, B., V. Thamilarasan, N. Sengottuvelan, G. Chakkaravarthi, and V. Manivannan. "6-Chloro-2-(4-methoxyphenyl)-4-phenylquinoline." Acta Crystallographica Section E Structure Reports Online 69, no. 9 (2013): o1463. http://dx.doi.org/10.1107/s1600536813023295.

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40

Chen, Zheng-Bo, Jun Wu, Pei-Zhi Zhang, and Pei-Min Zhang. "Ethyl 4-(2-chloro-4-nitrophenoxy)benzoate." Acta Crystallographica Section E Structure Reports Online 62, no. 4 (2006): o1336—o1337. http://dx.doi.org/10.1107/s160053680600804x.

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The title compound, C15H12ClNO5, was synthesized by the reaction of ethyl 4-hydroxybenzoate and 1,2-dichloro-4-nitrobenzene in the presence of potassium hydroxide. In the V-shaped molecule, the dihedral angle between the two benzene rings is 72.90 (5)°.
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41

Savig, Kelsey L., and Andreas Lemmerer. "4-Aminopyridinium 2-chloro-4-nitrobenzoate monohydrate." Acta Crystallographica Section E Structure Reports Online 68, no. 12 (2012): o3361. http://dx.doi.org/10.1107/s1600536812046077.

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42

Efil, Kürşat, Fatih Şen, Yunus Bekdemir, and Orhan Büyükgüngör. "4-Chloro-2-[(4-chlorobenzylidene)amino]phenol." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1696. http://dx.doi.org/10.1107/s1600536812019770.

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In the title Schiff base compound, C13H9Cl2NO, the molecule displays an E conformation about the imine C=N double bond, with a dihedral angle of 8.09 (11)° between the two benzene rings. In the crystal, molecules are linked by a single O—H...O hydrogen bond, giving one-dimensional chains which extend along (100).
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43

Gowda, B. Thimme, Sabine Foro, P. G. Nirmala, and Hartmut Fuess. "4-Chloro-N-(4-chlorophenyl)-2-methylbenzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 66, no. 8 (2010): o2000. http://dx.doi.org/10.1107/s1600536810026930.

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44

Krečmerová, Marcela, Antonín Holý, and Milena Masojídková. "Synthesis of 3-(4-Pyridinyl)-, 3-(2-Chloro-4-pyridinyl)- and 3-(2-Amino-4-pyridinyl)propoxymethanephosphonic Acid." Collection of Czechoslovak Chemical Communications 60, no. 4 (1995): 670–80. http://dx.doi.org/10.1135/cccc19950670.

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Reaction of sodium salt of 4-(3-hydroxypropyl)pyridine (I) with diisopropyl p-toluenesulfonyloxymethanephosphonate (II) afforded diisopropyl ester of the corresponding phosphonomethyl derivative (III), together with 4-cyclopropylpyridine (IV). The ester III was converted into free 3-(4-pyridinyl)propoxymethanephosphonic acid (V). The synthesis of 3-(2-amino-4-pyridinyl)propoxymethanephosphonic acid (XVI) started from 4-(3-benzoyloxypropyl)pyridine (VII) via the N-oxide VIII which on heating with phosphoryl chloride afforded the 2-chloro derivative IX. Compound IX was debenzoylated with sodium
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45

Lemmerer, Andreas. "2-Chloro-4-nitrobenzoic acid as a coformer with pharmaceutical cocrystals and molecular salts." Acta Crystallographica Section C Structural Chemistry 76, no. 8 (2020): 746–52. http://dx.doi.org/10.1107/s205322962000875x.

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A series of five binary complexes, i.e. three cocrystals and two molecular salts, using 2-chloro-4-nitrobenzoic acid as a coformer have been produced with five commonly available compounds, some of pharmaceutical relevance, namely, 2-chloro-4-nitrobenzoic acid–isonicotinamide (1/1), C7H4ClNO4·C6H6N2O, 2-chloro-4-nitrobenzoic acid–3,3-diethylpyridine-2,4(1H,3H)-dione (2/1), 2C7H4ClNO4·C9H13NO2, 2-chloro-4-nitrobenzoic acid–pyrrolidin-2-one (1/1), C7H4ClNO4·C4H7NO, 2-carboxypiperidinium 2-chloro-4-nitrobenzoate, C6H12NO2 −·C7H3ClNO4 −, and (2-hydroxyethyl)ammonium 2-chloro-4-nitrobenzoate, C2H8N
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46

Aziz-ur-Rehman, Madeleine Helliwell, Saqib Ali, and Saira Shahzadi. "4-Chloro-3,5-dinitrobenzoic acid." Acta Crystallographica Section E Structure Reports Online 63, no. 4 (2007): o1743—o1744. http://dx.doi.org/10.1107/s1600536807011221.

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47

Li, Huiyu, Yanyan Zhu, and Zhonghua Chen. "4′-Chloro-3′,5′-dimethoxyacetanilide." Acta Crystallographica Section E Structure Reports Online 65, no. 5 (2009): o1078. http://dx.doi.org/10.1107/s1600536809013166.

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48

Fábry, Jan, Radmila Krupková, and Václav Studnička. "4-Chloro-2-methylanilinium dihydrogenphosphate." Acta Crystallographica Section E Structure Reports Online 58, no. 2 (2002): o105—o107. http://dx.doi.org/10.1107/s1600536801021808.

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49

Ishida, Hiroyuki, Takeo Fukunaga, and Setsuo Kashino. "Benzimidazolium 2-chloro-4-nitrobenzoate." Acta Crystallographica Section E Structure Reports Online 58, no. 10 (2002): o1085—o1087. http://dx.doi.org/10.1107/s1600536802015970.

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Ishida, Hiroyuki, Bilkish Rahman, and Setsuo Kashino. "Morpholinium 4-chloro-2-nitrobenzoate." Acta Crystallographica Section E Structure Reports Online 57, no. 7 (2001): o627—o629. http://dx.doi.org/10.1107/s1600536801009941.

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