Ammonia → HCID 21293088, compound

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH2:9][CH2:10][CH2:11][NH2:12])=[N:6][CH:7]=1.CO[C:15]1[C:19](OC)=[N:18][S:17](=[O:22])[N:16]=1.[NH3:23]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][C:15]2[C:19]([NH2:23])=[N:18][S:17](=[O:22])[N:16]=2)=[N:6][CH:7]=1

Participants

Procedure

A solution of 3-(5-bromopyrid-2-ylamino)propylamine (1 g) and 3,4-dimethoxy-1,2,5-thiadiazole-1-oxide (0.71 g) was stirred in methanol for 3 hours. Methanol saturated with ammonia (10 ml) was added and the solution was stirred for 18 hours, concentrated in vacuo and the residue was chromatographed on silica eluted with 10% v:v methanol in chloroform followed by recrystallisation from methanol to give 3-[3-(5-bromopyrid-2-ylamino)propylamino]-4-amino-1,2,5-thiadiazole-1-oxide (0.63 g), m.p. 215°-216° C.