HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl [[2-(3-Chlorophenyl)-2-oxoethyl]amino](oxo)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethoxalyl chloride | HCID 20884 | — |
| Reactant | 2-Amino-1-(3-chlorophenyl)ethanone hydrochloride | HCID 3026271 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl [[2-(3-Chlorophenyl)-2-oxoethyl]amino](oxo)acetate | HCID 85809577 | 73.1% |
Reaction Steps
A mixture of 2-amino-1-(3-chlorophenyl)ethanone hydrochloride from Step 79a (2.83 g, 13.7 mmol, 1 eq), ethyl chlorooxoacetate (1.87 g, 13.7 mmol, 1 eq), and CH2Cl2 (40 mL) is cooled in an ice-H2O bath. The mixture is treated with a solution of TEA (4.0 mL, 29 mmol, 2.1 eq) in CH2Cl2 (20 mL), and the reaction is warmed to room temperature overnight. Water is added and the organic layer is separated, dried over MgSO4, filtered., and evaporated. The resulting solid is triturated with hexane/2-propanol and dried in vacuo to provide the title compound (2.70 g, 72%). MS (ESI) for C12H12ClNO4 m/z 270 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06500840B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-d2b51a6f48944de1923abf378cf4311c |
| Source note | uspto-grants-2002_12 |