A circular microreaction method to the safe and efficient synthesis of 3-methylpyridine-N-oxide

doi:10.1016/j.cjche.2020.02.002

Chinese Journal of Chemical Engineering ›› 2020, Vol. 28 ›› Issue (5): 1320-1325.DOI: 10.1016/j.cjche.2020.02.002

• Catalysis, Kinetics and Reaction Engineering • Previous Articles Next Articles

A circular microreaction method to the safe and efficient synthesis of 3-methylpyridine-N-oxide

Funing Sang, Jinpei Huang, Jianhong Xu

The State Key Lab of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China

Received:2019-12-30 Revised:2020-01-31 Online:2020-07-29 Published:2020-05-28
Contact: Jianhong Xu
Supported by:
The authors gratefully acknowledge the supports of the National Natural Science Foundation of China (21991101, 2191100) and the Key Project of Science & Technology Department of Sichuan Province (2017JZ0011) for this work.

A circular microreaction method to the safe and efficient synthesis of 3-methylpyridine-N-oxide

Funing Sang, Jinpei Huang, Jianhong Xu

The State Key Lab of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China

通讯作者: Jianhong Xu
基金资助:
The authors gratefully acknowledge the supports of the National Natural Science Foundation of China (21991101, 2191100) and the Key Project of Science & Technology Department of Sichuan Province (2017JZ0011) for this work.

Abstract

Abstract: 3-Methylpyridine-N-oxide is an essential intermediate in the preparation of 2-chloro-5-methylpyridine, which can be used to synthesize nicotine insecticides such as imidacloprid and acetamiprid. The traditional method of production of 3-methylpyridine-N-oxide is catalytic oxidation of 3-methylpyridine in semi-batch reactors. Due to strong exothermic reaction and explosive property of 3-methylpyridine, the reaction efficiency and safety is low using batch technology. Therefore, the development of a safer and efficient 3-methylpyridine-N-oxide production process is very necessary in industrial production. In this paper, microreaction systems were introduced into the preparation of 3-methylpyridine-N-oxide. The comparison of three different methods (traditional semibatch method, co-current microreaction method, and circular microreaction method) showed that the circular microreaction method was the most applicable, with relative higher product yield (~90%), less side reaction and better reaction control.

Key words: Flow synthesis, Hydrogen peroxide, Oxidation, Microreaction system

摘要： 3-Methylpyridine-N-oxide is an essential intermediate in the preparation of 2-chloro-5-methylpyridine, which can be used to synthesize nicotine insecticides such as imidacloprid and acetamiprid. The traditional method of production of 3-methylpyridine-N-oxide is catalytic oxidation of 3-methylpyridine in semi-batch reactors. Due to strong exothermic reaction and explosive property of 3-methylpyridine, the reaction efficiency and safety is low using batch technology. Therefore, the development of a safer and efficient 3-methylpyridine-N-oxide production process is very necessary in industrial production. In this paper, microreaction systems were introduced into the preparation of 3-methylpyridine-N-oxide. The comparison of three different methods (traditional semibatch method, co-current microreaction method, and circular microreaction method) showed that the circular microreaction method was the most applicable, with relative higher product yield (~90%), less side reaction and better reaction control.

关键词: Flow synthesis, Hydrogen peroxide, Oxidation, Microreaction system

Funing Sang, Jinpei Huang, Jianhong Xu. A circular microreaction method to the safe and efficient synthesis of 3-methylpyridine-N-oxide[J]. Chinese Journal of Chemical Engineering, 2020, 28(5): 1320-1325.

Funing Sang, Jinpei Huang, Jianhong Xu. A circular microreaction method to the safe and efficient synthesis of 3-methylpyridine-N-oxide[J]. 中国化学工程学报, 2020, 28(5): 1320-1325.

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A circular microreaction method to the safe and efficient synthesis of 3-methylpyridine-N-oxide

A circular microreaction method to the safe and efficient synthesis of 3-methylpyridine-N-oxide

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