HCID 178503843, compound → HCID 178503880, compound

Participants

Reaction Steps

To a suspension of 3.95 g (20 mmol) of 2-guanidino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine in 40 ml of absolute ethanol, 3.51 g (24 mmol) of N-cyano-S,S-dimethyldithioimidocarbonate (IV: X"=NR8, R8 =CN) was added at room temperature. After standing for 30 hours, the reaction mixture was evaporated to dryness and the crude residue was chromatographed on a silica gel column using ethyl acetate with increasing methanol as eluant. 4.7 g (80% yield) of 2-guanidino-5-(methylthio-N-cyano-imino-methyl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (V: ##STR15## R2 =R6 =R7 =H, n=0, X"=NR8, R8 =CN), m.p. 224°-227° C., were obtained. This compound was treated with a 33% solution of methylamine in 93 ml of ethanol at room temperature. After standing for 24 hours the solid compound was filtered and crystallized from methanol. 2.21 g (50% yield) of the title compund (m.p. 243°-246° C. with decomposition) were obtained.

Provenance & Evidence