95-83-0 4-氯-1,2-苯二胺

中文名称: 4-氯-1,2-苯二胺
英文名称: 4-Chloro-o-phenylenediamine
CAS号

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名称和标识

中文名: 4-氯-1,2-苯二胺
英文名: 4-Chloro-o-phenylenediamine
CAS号: 95-83-0
分子式: C6H7ClN2
分子量: 142.59
中文别名: 4-氯1,2苯二胺; 4-氯-1,2-二氨基苯; 4-氯代邻苯二胺; 对氯邻苯二胺; 4-氯苯-1,2-二胺; 4-氯邻亚苯基二胺; 4-氯-1,2-苯二氨; 4-氯邻苯二胺; 1,2-二氨基-4-氯苯
英文别名: 4-CHLORO-PHENYLENE-1,2-DIAMINE; 4-CHLORO-O-PHENYLENEDIAMINE; 4-CHLORO-BENZENE-1,2-DIAMINE; 4-CHLORO-1,2-PHENYLENEDIAMINE; 4-CHLORO-1,2-DIAMINOBENZENE; 3,4-DIAMINOCHLOROBENZENE; 1,2-Benzenediamine, 4-chloro-; 4-chlorobenzene-1,2-diamine; 4-Chloro-1,2-benzenediamine

物化属性

LogP: 1.15
LogP(MLOGP): 1.41
LogP(WLOGP): 1.52
PSA: 52.04 Å²
XLogP3: 1.28
外观

安全信息

安全说明

危险品运输编号:2811 WGK Germany:3 RTECS号:SS8850000 F:8 Hazard Note:Irritant TSCA:TSCA listed 海关编码:29215900 存储类别:11 - 可燃固体危险性类别:致癌性类别2 眼部刺激类别2 经皮刺激类别2 特异性靶器官毒性-一次接触，类别3 毒害物质数据:95-83-0(Hazardous Substances Data)

生产及用途

用途与制备

发生环化及环缩合反应,形成苯并咪唑。
储运特性库房低温通风干燥; 与强氧化剂分开存放
灭火剂水, 二氧化碳, 泡沫, 砂土

有机合成；医药；农药

合成路线 1（1. 合成：95-83-0）

产率：93% 合成条件：With 5%-palladium/activated carbon; hydrazine hydrate In methanol at 20℃; for 0.08 h; 实验步骤：通用方法：向卤化硝基芳烃（1mmol），Pd / C（5％）和MeOH（5mL）的混合物中加入NH 2 NH 2·H 2 O（10mmol），并将所得溶液在80℃回流条件下加热5分钟。将混合物过滤并真空浓缩。通过快速柱纯化粗制物质 参考文献：

[1] Journal of Organic Chemistry, 2013, vol. 78, # 9, p. 4530 - 4542 [2] Synlett, 2014, vol. 25, # 10, p. 1403 - 1408 [3] Journal of Medicinal Chemistry, 1995, vol. 38, # 22, p. 4367 - 4379 [4] Journal of Organic Chemistry, 1995, vol. 60, # 18, p. 5838 - 5842 [5] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 2, p. 187 - 190 [6] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 1156 - 1159 [7] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 17, p. 4790 - 4793 [8] Patent: CN106172418, 2016, A. Location in patent: Paragraph 0030 [9] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6289 - 6304 [10] Patent: CN106243048, 2016, A. Location in patent: Paragraph 0014; 0027

合成路线 2（2. 合成：95-83-0）

产率：92% 合成条件：With hydrazine hydrate In ethanol at 70℃; for 4 h; 实验步骤：一般步骤：在典型的反应中，将5.0mg Pd-gCN（5.0wt％Pd）催化剂加入到1.0mM硝基芳烃在乙醇（2mL）和2mM（1.2当量0.07mL）60％的溶液中。肼水合物。将混合物在回流温度（70℃）下放入10mL圆底烧瓶中4小时，然后在室温下冷却。过滤所得物质，滤液经硅胶柱层析，得到相应的产物。对于二硝基芳烃底物，使用4.0mM（2.4当量0.14mL）60％的水合肼溶液。：

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