Hydrochloric Acid → HCID 178485080, compound

Reaction equation

[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]([NH:19][CH3:20])=[N:16][C:17]#[N:18])[N:9]=1)[C:2]([NH2:4])=[NH:3].[ClH:21].C[OH:23]>>[ClH:21].[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]([NH:19][CH3:20])=[N:16][C:17](=[O:23])[NH2:18])[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

Reactant 3

HCID 313Hydrochloric Acid2×

HCID 887Methanol

HCID 178485064HCID 178485064, compound

Product 1

HCID 178485080HCID 178485080, compound

Procedure

A mixture of 2-guanidino-4-[2-(2-cyano-3-methylguanidino)ethylthiomethyl]thiazole (1.0 g.), and 2.5 N hydrochloric acid (12 ml.) was heated for four minutes on the steam bath. On cooling a white solid precipitated which was applied to Merck 60 F-254 preparative thin layer chromatography plates and eluted with chloroform/methanol/ammonia (s.g. 0.880) 7:3:0.5 v/v/v. The yellow foam obtained was dissolved in methanol and methanolic hydrogen chloride added. The solution was evaporated to dryness and the residue crystallized from methanol to give 2-guanidino-4-[2-(2-carbamoyl-3-methylguanidino)ethylthiomethyl]thiazole hydrochloride, m.p. 148°-150° C.