A method for synthesizing benzo[1,3]oxothio-2-one

By reacting 2-hydroxythiophenol with N,N'-carbonyldiimidazole and subsequent processing, the problems of low yield and low purity in the synthesis of benzo[1,3]oxothioheterocyclic-2-one in the prior art have been solved, realizing an efficient and safe synthesis method with significantly improved product purity and yield.

CN122079954APending Publication Date: 2026-05-26HEBEI UNIV OF SCI & TECH
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
HEBEI UNIV OF SCI & TECH
Filing Date
2026-04-15
Publication Date
2026-05-26

AI Technical Summary

Technical Problem

Existing methods for synthesizing benzo[1,3]oxothio-2-ones suffer from problems such as low yield, low purity, high safety risks, and high raw material costs.

Method used

The synthesis method employed was a reaction of 2-hydroxythiophenol with N,N'-carbonyldiimidazole under an inert atmosphere, followed by vacuum concentration and column chromatography. Anhydrous dichloromethane or tetrahydrofuran was used as the solvent, and the dropping rate and temperature were controlled to avoid side reactions. Elution was performed using a mixture of petroleum ether and ethyl acetate.

Benefits of technology

The synthesis of benzo[1,3]oxothiohetero-2-one with high purity (up to 98.96%) and high yield (88.34%) was achieved. The raw materials are readily available, the reaction conditions are mild, the safety is high, and the byproducts are easy to remove.

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Abstract

This invention discloses a method for synthesizing benzo[1,3]oxothiocyclic-2-one, comprising the following steps: 2-hydroxythiophenol is mixed uniformly with a solvent, and N,N'-carbonyl diimidazole solution is added dropwise under an inert atmosphere. After the reaction is completed, the mixture is concentrated under reduced pressure and subjected to column chromatography to obtain benzo[1,3]oxothiocyclic-2-one. The raw materials used in this invention are inexpensive and readily available, the reaction conditions are mild, no catalyst is required, and the byproduct, imidazole, is easily removed. A one-step cyclization reaction can be achieved at room temperature, which not only improves the product yield and purity and reduces reaction costs and operational risks, but also fills a gap in existing technologies. It has significant theoretical and practical application value and can promote the widespread application of benzo[1,3]oxothiocyclic-2-one in medicine, materials, and other fields. The purity of the obtained benzo[1,3]oxothiocyclic-2-one can reach up to 98.96%, and its yield can reach 88.34%.
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