Beta-Alanine → HCID 21816497, compound

Participants

Reaction Steps

To 250 ml of a methanol solution containing 44 g (0.5 mol) of β-aminopropionic acid and 28 g (0.5 mol) of potassium hydroxide, was added 30 ml (0.5 mol) of carbon disulfide under cooling (at 5° C. or below) and the mixture was stirred for 2 hours. A methanol solution containing 100 g (0.5 mol) of phenacyl bromide was added dropwise under cooling at 5° C. or below and after the completion of the addition the mixture was stirred at room temperature for 2.5 hours. 220 ml of water was added and the alcohol was distilled off under reduced pressure. The residue was acidified with hydrochloric acid (at pH of about 3 or 4) under cooling with ice with stirring and the crystals thus-deposited were collected and washed with water to obtain 116 g of 4-phenyl-3-(2-carboxyethyl)-4-hydroxythiazolidine-2-thione. Melting point of the compound was 132° C. The crystals were dissolved in 500 ml of glacial acetic acid and refluxed by heating for 30 minutes. After cooling, 1 liter of water was added to the mixture and the crystals thus-deposited were collected by filtration to obtain 89 g (yield 65%) of the desired compound. Melting point of the compound was 134° to 136° C.

Provenance & Evidence