Chlorine → 4-(methoxycarbonyl)-2-methylthiophen-3-aminium chloride

Participants

Reaction Steps

5.6 g of methyl 4-amino-5-methyl-2,5-dihydrothiophene-3-carboxylate (2) (30 mmol, content: 93%) were dissolved in 30 ml of CH2Cl2. 2.3 g of chlorine (33 mmol) were introduced into this solution at room temperature over a period of 60 min. The reaction mixture was subsequently stirred for another 12 h and then, for workup, concentrated under reduced pressure. 7.2 g of methyl 4-amino-5-methylthiophene-3-carboxylate hydrochloride (5) were obtained (59% of theory, content: 42%, determined as the free amine).

Provenance & Evidence