CAS号 [89-54-3] 生产工艺  5-氨基-2-氯苯甲酸

CAS名: Benzoic acid, 5-amino-2-chloro- 历史参考文献: Beil. 14, 412; E¹, 565; E², 244; E³, 1017; E⁴, 1116.

用途: 媒介黄5。有机合成。反应类别: 硝基还原。

生产工艺参考文献:  按手头资料整理如下。

BIOS 1153, 155.（=胶卷PB 85687）。2-Chloro-5-aminobenzoic acid. (Leverkusen). 英国人译自德文。抄录如下。

反应式: 本人有加注。译者未说明资料来源。
 

2-Chloro-5-nitrobenzoic acid is reduced with iron and hydrochloric acid.

Materials: 435 kg. 100% 2-chloro-5-nitrobenzoic acid. 400 kg. Iron powder. 300 l. Hydrochloric acid 30%

10 kg. Chalk. 60 kg. Caustic soda. 10 kg. Activated carbon.

Process:

A vat of 5,000 l. capacity is charged with 800 l. of water, and 435 kg. of 2-chloro-5-nitrobenzoic acid and heated with direct steam to 50⁰C. Sufficient caustic soda to neutralize is added, a clear solution being obtained.

The reduction vessel is meanwhile charged with 800 l. of water, 400 kg. of iron powder and enough hydrochloric acid to start the reaction. The contents of the reduction vessel are heated by direct steam to 95⁰C. with agitation, and the solution of 2-chloro-5-nitrobenzoic acid slowly run in at this temperature. More hydrochloric acid may have to be added to complete the reduction. When finished, the reduction gives a colorless outspread when spotted on filter paper.

Chalk is added to neutralize, followed by the addition of 50 kg. of caustic soda.

The iron oxide sludge is filtered off. Washed with hot water and the filtrate and washings combined (volume, 10000 l.). Hydrochloric acid is added to make definitely acid to Congo, 10 kg. of activated carbon added, and the solution re-filtered. The screened liquors are used directly without isolation in color manufactures.   Yield = 90-91% theory. 

张澍声 编译。《精细化工中间体工业生产技术》1996年。P. 61. 译自BIOS 1153, 155. 抄录如下。

在5000 L桶中加入800 L水和435 kg 2-氯-5-硝基苯甲酸，用直接蒸汽加热到50⁰C。加入足够量的苛性钠进行中和，得到清晰的溶液。

另在还原锅内加入800 L水，400 kg 铁粉和足够启动反应的盐酸，用直接蒸汽加热到95⁰C并进行搅拌，2-氯-5-硝基苯甲酸溶液在此温度缓缓流入，还需加入更多盐酸（总量300 L）以完成还原反应。反应完成后还原液在滤纸上的渗圈为无色。

加入10 kg 碳酸钠中和，随后加入50 kg 苛性钠。

过滤掉氧化铁泥，热水洗，滤液和洗水合并，体积10000 L。加盐酸使对刚果红呈酸性。加入10 kg活性炭,在过滤。滤清液不经分离，直接用于制备染料。收率为理论量的90-91%。 

PB 25625, 143-145. Chloroaminobenzoic acid. 1939年4月德文生产工艺。1美元。美国人介绍如下。

The process of reducing 2-chloro-5-nitro-benzoic acid is described in detail. Brief directions for diazotizing 2-chloro-5-aminobenzoic acid and coupling with salicylic acid are include. In German.               缩微胶卷，本人未抄录。

媒介黄5的生产工艺，见PB 25625, 133-134. 1939年5月，也未抄录。（2005年 - 世界染料品种未摘录）。 

抄注:

《精细化工中间体工业生产技术》一书是由《染料工业》编辑部出版，其前言中，只提到资料的价值，未提及BIOS主要是德文的英译文问题，当然不会提到德文原件，今天抄录PB报告（指德文原件）仅供读者参考。

陈忠源  2017年8月17日            于 无锡   明辉国际。