This submission belongs to the session a. General Organic Synthesis of the event The 2nd International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 1998
Citation
V. N. Yarovenko, F. M. Stoyanovich, O. Yu. Zolotarskaya, I. V. Zavarzin, M. M. Krayushkin, A new approach to synthesis of 2-carbamoylbenzothiazoles, in Proceedings of The 2nd International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1998, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-2-01678
Share
Email
Facebook
Twitter
LinkedIn
A new approach to synthesis of 2-carbamoylbenzothiazoles
V. N. Yarovenko 1
F. M. Stoyanovich 1
O. Yu. Zolotarskaya 1
I. V. Zavarzin 1
M. M. Krayushkin 1
1. N.D.Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation.
Abstract
The reactions of substituted anilines with chloroacetamide and sulfur in the presence of triethylamine afford monothiooxamides, which being treated with K3Fe(CN)6 are cyclized to 2-carbamoylbenzothiazoles. The cyclization is established to be accompanied by the formation of the corresponding thiooxanilic acids, which are also cyclized to benzothiazole-2-carboxylic acids.
Keywords
Anilines
chloroacetamides
sulfur
monothiooxamides
2-carbamoylbenzothiazoles
thiooxanilic acids
benzothiazole-2-carboxylic acids.
A General Approach to the Synthesis of 4,7- Disubstituted Cephams
The Lithium-arene (cat.) System: New Applications to Organic Transformations