Hydrochloric Acid → HCID 57732131, compound

Reaction equation

Cl[S:2]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].Cl.[NH2:16][C:17]1[S:18][C:19]([Cl:22])=[CH:20][N:21]=1.Cl>N1C=CC=CC=1>[Cl:22][C:19]1[S:18][C:17]([NH:16][S:2]([C:5]2[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=2)(=[O:4])=[O:3])=[N:21][CH:20]=1

Participants

Procedure

Methyl 4-(chlorosulfonyl)benzoate (Preparation 2, 8.0 g, 34 mmol, 1 eq) was added portionwise to a solution of 2-amino-5-chlorothiazole hydrochloride (23.3 g, 136 mmol, 4 eq) in pyridine (80 ml) and the reaction mixture stirred at room temperature for 1 hour. The solution was added to a stirred solution of 6M HCl (300 ml) and the resulting precipitate collected by filtration and washed with water. The title compound was obtained as a dark brown solid (3.35 g, 0.01 mmol, 30%).