R. Flaig et H. Hartmann, ON THE REACTION OF 2-AMINO-4-THIAZOLINIMINIUM SALTS WITH ACTIVE METHYLENE-COMPOUNDS, Monatshefte fuer Chemie, 128(10), 1997, pp. 1051-1060
The easily available 2-amino-4-thiazoliniminium salts 6 react with dif
ferent types of active methylene compounds. Whereas 2-amino-4-cyanomet
hylene-4,5-dihydrothiazoles 13 and 14 are formed with malononitrile (1
1) or ethyl cyanoacetate (12) in the presence of bases, acetyl acetone
(15) and ethyl acetic acetate (16) afford 2-amino-thiazolo[4,5-b]pyri
dines 21 and 22, resp. The structures of the new compounds 13, 14, 21
and 22 have been elucidated by means of analytical and spectroscopic m
ethods and confirmed by some chemical reactions.