Journal of the Chemical Society. Perkin transactions I p. 2209 - 2212 (1988)
Update date:2022-08-05
Topics:
Birkinshaw, Timothy N.
Meakins, G. Denis
Plackett, Simon J.
The conformational preferences of 2-(N,N-disubstituted amino)thiazoles having a 4-substituent (R1) and a 5-acyl group (R2CO) have been established by i.r. spectrometry and a crystallographic examination.In solution the compounds with R2=aryl and R1=Me or aryl exist predominantly or entirely in the carbonyl O,S-anti arrengement; for those with R1=aryl and R2=Me the syn rotamer is the main form but a small amount (ca. 15percent) of the anti rotamer is present.Nitrosation of 4-aryl-2-dimethylaminothiazoles gives 5-nitoso derivatives, and these are probably the first authentic nitrosothiazoles.The barrier to rotation of the dimethylamino group is unexpectedly high (ΔG(excit.)298=69 kJ mol-1), exceeding even that of the 5-trifluoroacetyl analogous.
View MoreQingdao S. H. Huanyu Imp. & Exp. Co., Ltd.
Contact:86-532-88250866
Address:Room 615, World Trade Centre Building B, Hongkong Middle Roda 6#, Qingdao, Shandong, China
Shanghai Yurui Biotechnology(Anyang) Pharmaceutical Co., Ltd
Contact:+86-0372-3662335 +86-0372-3661988
Address:hanling industrial park anyang
Contact:0792-8228321
Address:10TH Floor No.121 binjiang Road Xunyang District
NINGBO PANGS CHEM INT’L CO., LTD.
Contact:+86-0574-27666801
Address:Floor 21, Building 11, Xintiandi, No. 689, Shijiroad, Ningbo, Zhejiang, China
Contact:+86-731-84427351
Address:154 JIANXIANG SOUTH ROAD
Doi:10.1002/aoc.1808
(2011)Doi:10.1002/anie.201402779
(2014)Doi:10.1021/ja00188a043
(1989)Doi:10.1002/chem.200901988
(2009)Doi:10.1021/op900243c
(2009)Doi:10.1039/c4cc07876d
(2015)
