ethyl 3-amino-3-thioxopropanoate → HCID 19790104, compound

A solution of ethyl 3-amino-3-thioxopropionate (73.5 g) in diethyl ether (100 ml) was added to a solution of bromopiruvic acid (88.5 g) in diethyl ether (300 ml) and stirred for 15 hours at ambient temperature. The precipitates were collected by filtration and added to a mixture of water (500 ml) and diethyl ether (300 ml) and then adjusted to pH 7.5 with 20% aqueous sodium carbonate. The separated aqueous solution was adjusted to pH 1.0 with conc. hydrochloric acid and extracted with diethyl ether. The diethyl ether layer was dried over magnesium sulfate and evaporated. The residue was washed with diisopropyl ether to give ethyl 2-(4-carboxythiazol-2-yl)acetate (57.1 g).

1. filtrationThe precipitates were collected by filtration
2. additionadded to a mixture of water (500 ml) and diethyl ether (300 ml)
3. extractionextracted with diethyl ether
4. dry with materialThe diethyl ether layer was dried over magnesium sulfate
5. customevaporated
6. washThe residue was washed with diisopropyl ether

ORD record

ord-d796a0de22de4fa8afebf60371f07306

Source dataset

uspto-grants-1984_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04487927