62329-39-9Relevant academic research and scientific papers
Studies in 4-Aminothiazolines : Part XVI - Synthesis of Thiazolopyrimidines and Related Systems and Reactions of Functionalized Primary Amines with 5-Cyano-4-ethoxymethyleneamino-4-thiazolines
Singh, Amrik,Uppal, Avtar Singh,Bindal, T. K.,Singh, Majar
, p. 37 - 41 (2007/10/02)
2-Acetylimino-3-aryl-5-cyano-4-ethoxymethyleneamino-4-thiazolines (IV) on reaction with guanidine or acetamidine furnish the same products, 7-aminothiazolopyrimidines (IX). 2-Cyanoethyl amine on condensation with IV gives 2-acetylimino-3-aryl-6-(2-cyanoethyl)-7-iminothiazolopyrimidines (XIII) which on cyclisation yield 2-acetylimino-3-aryl-3,7,8,9-tetrahydropyrimidothiazolopyrimidines (XVI).However, methyl anthranilate on condensation with IV gives methyl N-anthranilate (XVII).Amidine XVII on cyclisation furnishes 2-acetylimino-1,5-dihydro-1-o-tolylthiazolopyrimidoquinazoline (XX).The reaction of allyl amine with IV (Ar = phenyl) in acetone gives 6-allyl-7-iminothiazolopyrimidine (VI) and with IV (Ar = o-tolyl) the product gets rearranged to 7-allylaminothiazolopyrimidine (VII).Derivatives of IV on acid-catalyzed hydration produce thiazolpyrimidin-7-ones (XXI) along with XXII and XXIII in small amounts.
