tert-Butyl isocyanate → HCID 86596234, compound

Participants

Reaction Steps

To a well stirred mixture of N-(2-mercaptobenzoyl)-β-alaninamide (0.45 g, 2.0 mmol) in 8 ml DMF was added tert-butyl isocyanate (3.0 mmol). The reaction mixture was stirred for 8-10 h at room temp. After completion of the reaction, all of the DMF was removed in vacuo and the residue was treated with ethyl ether. The white precipitate that formed was washed with water, dried in vacuo/CaCl2 and crystallized from acetonitrile. Yield: 89%. 1H NMR (DMSO-d6): 1.30(s, 9H, 3CH3), 2.38(t, 2H, CH2), 3.40(q, 2H, CH2), 6.86(brs, 1H, NH2), 7.30-7.60(m, 5H, Ar—H, NH2), 8.06(s, 1H, NH), 8.26(t, 1H, NH).

Provenance & Evidence