10.6084/m9.figshare.5255611.v1
Tianmiao Zhang
Tianmiao
Zhang
Weijing Qin
Weijing
Qin
Ning Zhu
Ning
Zhu
Limin Han
Limin
Han
Liubo Wang
Liubo
Wang
Hailong Hong
Hailong
Hong
Metal sulfide: An efficient promoter for the synthesis of 2-mercaptobenzothiazoles from 2-haloanilines and carbon disulfide
Taylor & Francis Group
2017
2-Haloanilines
2-mercaptobenzothiazoles
carbon disulfide
metal sulfide
reaction mechanism
2017-07-28 14:12:42
Journal contribution
https://tandf.figshare.com/articles/journal_contribution/Metal_sulfide_An_efficient_promoter_for_the_synthesis_of_2-mercaptobenzothiazoles_from_2-haloanilines_and_carbon_disulfide/5255611
<p>A convenient method has been developed for the preparation of a variety of 2-mercaptobenzothiazoles from 2-haloanilines and CS<sub>2</sub> mediated by metal sulfide. In this reaction, 2-haloanilines reacted with CS<sub>2</sub> in the presence of Na<sub>2</sub>S · 9H<sub>2</sub>O to form 2-mercaptobenzothiazoles. Na<sub>2</sub>S · 9H<sub>2</sub>O functioned both as an activator of CS<sub>2</sub> and as a base. Furthermore, NMR analysis was used to identify the different reaction mechanisms of 2-haloanilines and CS<sub>2</sub> mediated by Na<sub>2</sub>S or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), which demonstrated that Na<sub>2</sub>S interacted only with CS<sub>2</sub>, while DBU reacted with both 2-iodoaniline and CS<sub>2</sub>.</p>