Substituted 2-Aminothiazoles from α-Thiocyanato-acetophenones and Dialkylamines
α-Thiocyanato-acetophenones 1 react with dialkylammonium salts of weak acids (acetates, propionates, benzoates) to give 2-dialkylamino-4-aryl-thiazoles 4.As reaction medium aliphatic alcohols (methanol, ethanol), dipolar-aprotic solvents (acetonitrile, di
Teller, J.,Dehne, H.,Zimmermann, T.,Fischer, G. W.,Olk, B.
p. 453 - 460
(2007/10/02)
Eine neue Synthese von 2-Dialkylamino-4-aryl-thiazolen
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Teller, Joachim,Dehne, Heinz,Zimmermann, Thomas,Fischer, Gerhard W.,Olk, Bernhard
p. 255
(2007/10/02)
Spectrometric and Chemical Studies of 5-Acyl- and 5-Nitroso-2-(N,N-disubstituted Amino)thiazoles
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.
Birkinshaw, Timothy N.,Meakins, G. Denis,Plackett, Simon J.
p. 2209 - 2212
(2007/10/02)
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