Method of synthesizing prothioconazole and optically active isomers thereof and intermediates

US10316003B2 · kind B2 · utility

Assignee

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

Inventors

• Qiuju Sheng · Zhejiang, CN
• Zhiming Zhang · Indianapolis, US
• Junliang Wang · Shanghai, CN
• Bangchi Chen · Hangzhou City, CN

Key dates

• Filing date: Dec 28, 2018
• Grant date: Jun 11, 2019
• Expiry date: Dec 28, 2038

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2601/02
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed are a method of synthesizing prothioconazole and optically active isomers thereof and intermediates. The method includes reacting hydrazine with glyoxylic acid to produce a hydrazono acetic acid as an intermediate, and then reacting the intermediate with thiocyanate to produce the target product prothioconazole. The present method is very specific in terms of regioselectivity, resulting in minimum byproducts and a high product yield. The present method does not require special equipment, nor anhydrous or oxygen-free manipulations. The process is simple and generates minimum wastes, suitable for industrial production.