HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[(2-chloro-1-oxo-propyl)-amino]-beta-oxo-N-(2-thiazolyl)benzene-propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Acetamidothiazole | HCID 17625 | — |
| Reactant | 2-(1-Chloroethyl)-4H-3,1-benzoxazin-4-one | HCID 13423079 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-[(2-chloro-1-oxo-propyl)-amino]-beta-oxo-N-(2-thiazolyl)benzene-propanamide | HCID 13423085 | 70.5% |
Reaction Steps
191 ml of a solution of 1.4M of n-butyllithium per liter of hexane were added under argon at 0° C. to a solution of 19.05 g of N-(2-thiazolyl)-acetamide in 580 ml of tetrahydrofuran and then a solution of 14.04 g of the product of Step A in 100 ml of tetrahydrofuran were added thereto at -70° to -75° C. The mixture was poured into a mixture of water and 2N hydrochloric acid and the mixture was vacuum filtered. The product was washed with water and dried under reduced pressure to obtain 16.6 g of 2-[(2-chloro-1-oxo-propyl)-amino]-β-oxo-N-(2-thiazolyl)-benzene-propanamide melting at 204° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04486438 |
| Source dataset | uspto-grants-1984_12 |
| ORD ID | ord-740b98d5b1dc40b7854873265bab3c88 |
| Source note | uspto-grants-1984_12 |