HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl {2-[(methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | 4-Thiazoleacetic acid, 2-amino-, ethyl ester | HCID 104454 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl {2-[(methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetate | HCID 20288637 | 71.8% |
Reaction Steps
To a solution of ethyl 2-aminothiazol-4-ylacetate (27.4 g.) in dimethylsulfoxide (135 ml.) was dropwise added methylisocyanate (13.05 g.) with stirring at room temperature, and the mixture was stirred for 3 hours at 40° C. After the reaction, the reaction mixture was poured into water (500 ml.), and then extracted with ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride in turn and then dried over magnesium sulfate. After distillation of the solvent from the extract, the residue was pulverized in diethyl ether, collected by filtration and then dried to give colorless crystals of ethyl 2-(3-methylureido)thiazol-4-ylacetate (25.7 g.), mp 158° to 159° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04254260 |
| Source dataset | uspto-grants-1981_03 |
| ORD ID | ord-b2b7cf225466449d90456b4cf854b6c7 |
| Source note | uspto-grants-1981_03 |