HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (2-Acetamido-1,3-thiazol-4-yl)methyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | (2-Aminothiazol-4-yl)methyl acetate hydrochloride | HCID 21915032 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2-Acetamido-1,3-thiazol-4-yl)methyl acetate | HCID 14931747 | 81.7% |
Reaction Steps
To a mixture of (2-amino-1,3-thiazol-4-yl)methyl acetate hydrochloride (56 g) and pyridine (45 g) in dichloromethane (560 ml) was added acetyl chloride (23 g) over a period of 30 minutes at 5° C., and the reaction mixture was stirred for 10 minutes at the same temperature. The reaction mixture was poured into water (500 ml) and extracted with chloroform (1 L). The organic layer was dried over sodium sulfate and concentrated in vacuo. The residual solid was collected by filtration with isopropyl ether to give (2-(acetylamino)-1,3-thiazol-4-yl)methyl acetate (47 g) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125901B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-88e6457f0020471393450e0ccca10a84 |
| Source note | uspto-grants-2006_10 |