ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of 2-Amino-Substituted 4,5-Dihydro-1,3-thiazoles.The reaction of 2-substituted 4-methallylthiosemicarbazides 1 with carbonyl compounds catalyzed by weak acids gives thiosemicarbazones 2 and 1,2,4-triazolidine-3-thiones 3. By contrast under strong acidic conditions the reaction occurs by electrophilic cyclisation with participation of the methallyl and thiono groups, and 4,5-dihydro-1,3-thiazoles 5 are formed after neutralisation. The electrophilic cyclisation of N-methallyl substituted thioureas 6 and 1,4-disubstituted thiosemicarbazides 7 is also described.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19913330305
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