HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl ((2-(aminocarbonyl)-3-methylphenyl)amino)(oxo)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethoxalyl chloride | HCID 20884 | — |
| Reactant | 2-Amino-6-methylbenzamide | HCID 16782469 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl ((2-(aminocarbonyl)-3-methylphenyl)amino)(oxo)acetate | HCID 66768983 | 87% |
Reaction Steps
To a solution of 2-amino-6-methylbenzamide (1.28 g, 8.52 mmol) and triethylamine (1.03 g, 10.2 mmol) in THF (30 mL) was added dropwise ethyl chloroglyoxylate (1.28 g, 9.38 mmol) under ice-cooling, and the mixture was stirred at room temperature for 3 hr, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was suspended in diisopropyl ether-ethanol, and the insoluble material was collected by filtration to give ethyl ((2-(aminocarbonyl)-3-methylphenyl)amino)(oxo)acetate as a white powder (1.85 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915267B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-0f9f2635fdad480a9e31b5d82c036a57 |
| Source note | uspto-grants-2011_03 |