1958 Volume 78 Issue 5 Pages 472-478
Cyanothiamine was submitted to decomposition with hydrochloric acid, 4-methyl-5- (2-hydroxyethyl) -4-thiazolin-2-one, secondarily formed by the action of the acid on 3-thiocyano-5-hydroxypentan-2-one, one of the decomposition products of the foregoing reaction, was separated, and the structure of cyanothiamine was reconfirmed.
The substance of m.p. 215° (decomp.), separated during the decomposition of cyanothiamine with hydrochloric acid, afforded thiochrome in an extremely good yield by the application of water or weak acid. It was found to give 2-imino-3-[(2-methyl-4-amino-5-pyrimidinyl) methyl]-4-methyl-5-(2-hydroxyethyl) thiazole on the application of a strong acid. Further, chemical properties and ultraviolet absorption spectra were examined, and the structure of this substance was concluded as 2-imino-3-[(2-methyl-4-amino-5-pyrimidinyl) methyl]-3a-methyl-3a, 5, 6, 6a-tetrahydrofuro [2, 3-d] thiazole.