Method of synthesizing l,2,4-triazole-3-thione compounds and intermediates thereof

US10781186B2 · kind B2 · utility

Assignee

• ORIENTAL(LUZHOU) AGROCHEMICALS CO., LTD. · CN

Inventors

• Zhiming Zhang · Indianapolis, US
• Xiaodong Du · Miaocheng, CN
• Qiuju Sheng · Zhejiang, CN
• Jieping Shi · Lo Wu, CN
• Junliang Wang · Shanghai, CN
• Bangchi Chen · Hangzhou City, CN

Key dates

• Filing date: Dec 7, 2018
• Grant date: Sep 22, 2020
• Expiry date: Dec 7, 2038

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D401/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed is a method of synthesizing 1,2,4-triazole-3-thione compounds and intermediates thereof. The method includes reacting a hydrazine with glyoxylic acid to form a hydrazono acetic acid intermediate followed by reacting the latter with thiocyanate to obtain the 1,2,4-triazole-3-thione compound. The raw materials involved in the present method are readily available, and the reaction is very specific in terms of regioselectivity, resulting in minimum by-product and high product yield. There are neither specific requirements for special equipment nor special operations such as high vacuum, high temperature, anhydrous and oxygen-free manipulations. The process is simple and generates minimum wastes, suitable for industrial production.