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Chemcial Industry and Engineering 2024, Vol. 41 Issue (4) :13-19    DOI: 10.13353/j.issn.1004.9533.20220320
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Synthesis of 2,6-difluorobenzoyl isocyanate by triphosgene method
ZHANG Tianyong1,2,3, JU Wenchao1, JIANG Shuang1,3, LI Bin1,3, LIU Yufeng4, ZHANG Pengfei4
1. School of Chemical Engineering and Technology, Tianjin University, Tianjin Key Laboratory of Applied Catalysis Science and Engineering, Tianjin 300354, China;
2. Tianjin Chemical and Chemical Collaborative Innovation Center, Tianjin 300072, China;
3. Tianjin Functional Fine Chemicals Technology Engineering Center, Tianjin 300354, China;
4. Hebei Junruifeng New Materials Co. Ltd., Hebei, Hengshui 053010, China

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Abstract 2,6-Difluorobenzoyl isocyanate (DFBI) is an important intermediate for the synthesis of benzoyl urea pesticides. The synthetic process of DFBI with phosgene is very dangerous, and the cost of preparation of DFBI using oxalyl chloride is high. Bis(trichloromethyl) carbonate (BTC) is a green substitute for the highly toxic phosgene and diphosgene. It not only is low in toxicity, safe and convenient to use, but also has mild reaction conditions, accurate measurement and low price. The DFBI was synthesized by the reaction of BTC with 2,6-difluorobenzamide (FBA), and the effect of single factor on the synthesis of DFBI was studied. The experimental results show that the optimal conditions are as follows: Chlorobenzene is used as the solvent, the molar ratio of feeding is n(BTC)∶n(FBA)=1.0∶1.5, BTC is equally fed in two times, and the first stage of cold-phosgenation is reacted at -5 ℃ for 1 h, the second stage of thermal-phosgenation is reacted at 126—128 ℃ for 4 h, and the product yield could reach 86.4%. BTC can be used stably and safely, and the process is easy to industrialize.
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Articles by authors
ZHANG Tianyong
JU Wenchao
JIANG Shuang
LI Bin
LIU Yufeng
ZHANG Pengfei
Keywordstriphosgene   2,6-difluorobenzamide   difluorobenzoyl isocyanate   chlorobenzene     
Received 2022-04-14;
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ZHANG Tianyong, JU Wenchao, JIANG Shuang, LI Bin, LIU Yufeng, ZHANG Pengfei.Synthesis of 2,6-difluorobenzoyl isocyanate by triphosgene method[J]  Chemcial Industry and Engineering, 2024,V41(4): 13-19
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