HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → 3-Ethylcarbamoyl-5-(methyl-propylcarbamoyl)-benzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 5-(Methyl-propylcarbamoyl)-isophthalic acid monoethyl ester | HCID 68814680 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Ethylcarbamoyl-5-(methyl-propylcarbamoyl)-benzoic acid ethyl ester | HCID 68815039 | 100% |
Reaction Steps
Stir a solution of 5-(methyl-propylcarbamoyl)-isophthalic acid monoethyl ester (146 mg, 0.5 mmol), 1-hydroxybenzotriazole (74 mg, 0.55 mmol), 1-(3-dimethylamninopropyl)-3-ethylcarbodiimide hydrochloride (110 mg, 0.55 mmol), ethylamine (2 N in THF, 0.275 mL, 0.55 mmol) in 0.75 mL DMF at room temperature overnight. Dilute with dichloromethane (15 mL) and wash with water (5 mL), 0.1 N aqueous citric acid (5 mL), saturated aqueous sodium bicarbonate (5 mL), and saturated aqueous sodium chloride (5 mL). Dry (magnesium sulfate) and concentrate to give the title compound (157 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618978B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-f8acb160258b4707a86e0aaac26142c5 |
| Source note | uspto-grants-2009_11 |