4,4′-二氨基苯磺酰苯胺的合成

Synthesis of 4,4′-Diaminobenzenesulfonanilide

该文对4，4＇-二氨基苯磺酰苯胺（Ⅰ）的合成进行了研究。对硝基苯胺在90～95℃的水中用铁粉还原为对苯二胺，收率约90％；乙酰苯胺与氯磺酸[n（乙酰苯胺）：n（氯磺酸）=1：4]在60～65℃及氨基磺酸催化下，反应3h生成对乙酰氨基苯磺酰氯，收率85％；乙酰氨基苯磺酰氯与对苯二胺在四丁基溴化胺催化下，于30～35℃反应12h，生成4-乙酰氨基-4’-氨基苯磺酰苯胺；最后在95℃用氢氧化钠水解，得到4，4’-二氨基苯磺酰苯胺。高效液相色谱测得w（Ⅰ）〉98．5％，总收率约75％。该路线生产成本比协作单位已有的生产工艺节省10％，已成功用于年产150t Ⅰ的工业生产中。

4-Nitroaniline was reduced by Fe powder at 90 -95 ℃ in water to afford 1, 4- diaminobenzene in 90% yield. Acetanilide and chlorosulfonic acid [ n （acetanilide） ： n （ chlorosulfonic acid） = 1：4] reacted for 3 h at 60- 65 ℃ in the presence of aminosulfonic acid to give 4- acetamidobenzenesulfonyl chloride in 85% yield. Then 4-acetamidobenzenesulfonyl chloride was treated with 1,4-diaminobenzene catalyzed by tetrabutylammonium bromide for 12 h at 30 - 35 ℃ to get 4- acetamino-4＇-aminobenzenesulfonanilide ,which was hydrolyzed at 95 ℃ by sodium hydroxide to give 4,4＇-diaminobenzensulfonanilide. The total yield is 75% and the purity of product is higher than 98.5%. This synthesis route reduced the cost by 10% ,and has been applied in the production on scale of 150 t/a successfully.