An Efficient and Green Route to Synthesize Azo Compounds through Methyl Nitrite

• 作者: Hongqiang He Kejie Cai Weiming Xu Yuwei Chang
• 来源期刊: 绿色与可持续化学(英文)
• 学科: 化学
• 关键词: Methyl NITRITE Substituted Benzenamine Diazotization AZO Coupling DYES PIGMENTS Environmentally BENIGN Toxicological
• 年，卷（期）: 2014,（3）
• 页码范围: 111-119
• 页数: 9页
• 分类号: O6

摘要

A clean preparation of aryl diazonium ions using methyl nitrite is described. Further reaction of the aryl diazonium ions with substituted benzenamine, substituted phenol and nathphol in deferent kinds of diazotization has been developed. In order to improve the water-solubility of the products, azo coupling reactions of sodium sulfanilate hydrochloride diazonium ions were also performed. The procedures are easy operations, environmentally benign conditions and high yields of the products with potential use as azo-dyes and pigments. Furthermore, no nitrous acid is produced during the diazotization which avoided the formation of dark decomposition products of the corresponding aromatic amine. Proposed mechanism is presented according to our procedure.