Hydrochloric Acid → (2-Amino-1,3-thiazol-4-yl)acetic acid--hydrogen chloride (1/1)

To a suspension of 2-aminothiazol-4-ylacetic acid (1.2 g.) in dried methylene chloride (75 ml.) was introduced dried hydrogen chloride gas under ice-cooling and stirring to produce 2-aminothiazol-4-ylacetic acid hydrochloride, and to the mixture was gradually added phosphorus pentachloride (4.0 g.) under ice-cooling and stirring and the mixture was stirred for 1 to 2 hours at room temperature. After removal of methylene chloride from the mixture, to the residue was added dried benzene and then the solvent was distilled off. The residue was dissolved in dried acetone (20 ml.), and the solution was dropwise added to a solution of 3-(1-allyl-1H-tetrazol-5-yl)thiomethyl-7-amino-3-cephem-4-carboxylic acid (1.8 g.) and sodium bicarbonate (2.1 g.) in a mixture of acetone (25 ml.) and water (25 ml.) under ice-cooling and stirring while the mixture was kept to pH 7.5 to 8.5 with triethylamine. The mixture was further stirred for 20 minutes, and acetone was removed at low temperature.

1. temperaturecooling

ORD record

ord-9da45be07e294252aaa1a425d537134d

Source dataset

uspto-grants-1981_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04254260