Journal of the Chemical Society. Perkin transactions I p. 2339 - 2343 (1996)
Update date:2022-08-03
Topics:
Rolfs, Andreas
Jones, Peter G.
Liebscher, Juergen
The mechanism of the synthesis of 3-aminopyrroles 3 by ring transformation-desulfurisation of substituted 2-methyl-1,2-thiazolium salts 2 has been investigated. 3-Alkylideneaminothioacrylamides 4 and 2H-1,3-thiazines 5 could be synthesised by base treatment of 1,2-thiazolium bromides 2 and proved to be intermediates in the ring transformation-desulfurisation. Hitherto unknown bis(2-aminothiocarbonylvinyl)amines 6 are observed as by-products. When 3-phenacylaminothioacrylamide 1c is oxidised with hydrogen peroxide a novel pyrrole formation occurs to give 2-benzoylthiopyrrole 8a, where the sulfur atom is retained in the product. An erroneously reported 1,2-thiazolium-2-methanide 7 has been reassigned as 3-(4-nitrobenzylideneamino)thioacrylamide 4a on the basis of an X-ray crystal structure determination.
View MoreShanghai Kangxin Chemical Co., Ltd
Contact:+86 21 60717227
Address:118,Ganbai Village,Waigang Town,Jiading District,Shanghai
ANHUI CHEM-BRIGHT BIOENGINEERING CO.,LTD
Contact:86-561-4080321
Address:No.8 Lieshan Industrial Zone of Huaibei
TIANJIN GST CHEMICAL TECHNOLOGY CO., LTD
Contact:+86-22-25210964
Address:Room. 208, No. -12-C, No. 13, Xinbei Road, Tanggu District, New Haixin Area, Tianjin City, China
Onlychem (Jinan)Biotech Co.,Ltd
Contact:86-531-83175885
Address:No. 44, Honglou South Road, Jinan,China
Rizhao Lanxing Chemical Indusrial Co.,Ltd
Contact:86-633-2616708
Address:NO.15 West road Shenglan, Lanshan district, Rizhao City
Doi:10.1016/0022-328X(90)85055-4
(1990)Doi:10.1016/j.jorganchem.2003.09.020
(2003)Doi:10.1021/jm960349q
(1996)Doi:10.1021/ja961459p
(1996)Doi:10.1002/chem.201702601
(2017)Doi:10.1139/v67-425
(1967)
