2,2,2-Trichloroethyl chloroformate → (2-Benzoylamino-4-methoxy-benzothiazol-7-yl)-(4-methyl-benzyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 300 mg (0.59 mmol) N-{7-[bis-(4-methyl-benzyl)-amino]-4-methoxy-benzothiazol-2-yl}-benzamide in 10 ml acetonitrile was added dropwise 0.60 ml (4.46 mmol) 2,2,2-trichloroethyl chloroformate and the reaction mixture heated at 80° C. for 72 h. The mixture was then concentrated in vacuo. Flash chromatography (ethyl acetate/hexane) afforded 138 mg (40%) (2-benzoylamino-4-methoxy-benzothiazol-7-yl)-(4-methyl-benzyl)-carbamic acid 2,2,2-trichloro-ethyl ester as a yellow solid. ES-MS m/e (%):584 (M{37Cl, 37Cl, 37Cl}+H+, 5), 582 (M{37Cl, 37Cl, 35Cl}+H+, 32), 580 (M{37Cl, 35Cl, 35Cl}+H+, 100), 578 (M{35Cl, 35Cl, 35Cl}+H+, 92).

Provenance & Evidence