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- Title
A novel approach to synthesize dichlorobenzonitriles by selective ammoxidation.
- Authors
Dong, Yunzhao; Li, Tingcheng; You, Xiangqian; You, Qingliang; Sun, Lang; Xie, Guangyong
- Abstract
Dichlorobenzonitriles are important organic intermediates for the production of many fine chemicals and are produced most economically and environment-friendly in industry by ammoxidation of dichlorotoluenes. In this paper, 2,4-dichlorobenzonitrile were prepared by direct ammoxidation of 2,4-dichlorobenzyl chloride with higher yield at much lower reaction temperature compared with ammoxidation of 2,4-dichlorotoluene, which proved that the multi-chlorobenzyl chlorides could be successfully ammoxidized to corresponding benzonitriles. Subsequently, a novel route for efficient preparation of 2,5-dichlorobenzonitrile was developed by chloromethylation of p-dichlorobenzene first, followed by catalyzed ammoxidation of the 2,5-dichlorobenzyl chloride. The products were confirmed by 1H NMR, MS, and elemental analysis with a total yield of 67%. This is the first case to prepare 2,5-dichlorobenzonitrile by catalytic gas-phase ammoxidation and also afforded a simple and economical approach for preparation of multi-chlorobenzonitriles.
- Subjects
AMMOXIDATION; ELEMENTAL analysis; LOW temperatures
- Publication
Research on Chemical Intermediates, 2022, Vol 48, Issue 3, p1151
- ISSN
0922-6168
- Publication type
Article
- DOI
10.1007/s11164-021-04645-x