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CC BY 4.0 · Pharmaceutical Fronts 2023; 05(04): e282-e287
DOI: 10.1055/s-0043-1777286
Original Article

Kinetic Study of the Acylation Reaction of Dibutylcarbamyl Chloride and Dibutylamine

Yi-Bo Zhou
1   Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education and Key Laboratory of Pharmaceutical Engineering of Zhejiang Province, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, People's Republic of China
,
Rui Zhu
1   Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education and Key Laboratory of Pharmaceutical Engineering of Zhejiang Province, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, People's Republic of China
,
Han-Qi Zhou
1   Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education and Key Laboratory of Pharmaceutical Engineering of Zhejiang Province, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, People's Republic of China
,
Jun-Hua Li
1   Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education and Key Laboratory of Pharmaceutical Engineering of Zhejiang Province, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, People's Republic of China
,
Feng-Fan Liu
1   Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education and Key Laboratory of Pharmaceutical Engineering of Zhejiang Province, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, People's Republic of China
2   Zhejiang Governor Triangle Biomedical Industrial Technology Research Park, Huzhou, People's Republic of China
› Author Affiliations Funding We are grateful to the Zhejiang Provincial Key R&D Project (Grant. No. 2020C03006 & 2019-ZJ-JS-03) for financial support.
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Abstract

Tetrabutylurea (TBU) is mainly used as a working liquid in the preparation of hydrogen peroxide via the anthraquinone process. It is reported that dibutylamine (A) reacts with dibutylcarbamyl chloride (B) to produce TBU in the presence of triphosgene, which is the decisive step of the reaction. In this study, we aimed to investigate the reaction kinetics of the decisive step to gain more insight into the reaction. The reaction order as well as the pre-exponential factors (A) and the activation energies (E a) were determined. The kinetic study suggested that the total order of the reaction is second. E a = 5.4 × 104 J/mol, A = 1.5257 × 107 L/(mol × min), calculated through a second-order kinetics model. The accuracy and applicability of the kinetic model were verified by serval experiments, showing that enhancing reaction temperature could shorten the reaction time and increase the conversion rate.

Keywords

tetrabutylurea - dibutylamine - dibutylcarbamyl chloride - kinetics - acylation


Publication History

Received: 30 July 2023

Accepted: 01 November 2023

Article published online:
04 December 2023

© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/)

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