Ethanethiol → HCID 21306325, compound

Participants

Reaction Steps

A mixture of β-[[(3-methoxypheyl)sulfonyl]amino]-butanoic acid, ethyl ester (7.8 g, 25.7 mmol) and ethanethiol (8 g, 0.13 mol) in methylenechloride (200 ml) was cooled in ice-bath. Aluminum chloride (17.2 g, 0.13 mol) was added to above solution. The reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was quenched with 3N HCl (200 ml). Organic layer was separated. Aqueous layer was extracted with methylene chloride (2×100 ml). Combined organic solution was concentrated and dried to give the title compound (7 g, 94%). The material was used for the next reaction without further purification. 1H NMR (300 MHz, CD3OD) δ 1.06 (d, 3H, J=6.73 Hz), 1.23 (t, 3H, J=7.11 Hz), 2.31-2.49 (m, 2H), 3.66-3.74 (m, 1H), 4.01-4.16 (m, 2H), 7.00-7.04 (m, 1H), 7.2-7.41 (m, 3H).

Provenance & Evidence