HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylpropylamine → 3,5-Bis(methyl-propylcarbamoyl)-benzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylpropylamine | HCID 12315 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 5-(Methyl-propylcarbamoyl)-isophthalic acid monoethyl ester | HCID 68814680 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,5-Bis(methyl-propylcarbamoyl)-benzoic acid ethyl ester | HCID 68814920 | 90.1% |
Reaction Steps
Stir a solution of 5-(methyl-propylcarbamoyl)-isophthalic acid monoethyl ester (146 mg, 0.5 mmol), 1-hydroxybenzotriazole (68 mg, 0.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (96 mg, 0.5 mmol), N-methylpropylamine (51 μL, 0.5 mmol) in dichloromethane (2.5 mL) at room temperature overnight. Dilute with dichloromethane (15 mL) and wash with water (5 mL), 0.1 N 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, 90%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618978B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-a8a90f5947ed434ea1b3909115b35176 |
| Source note | uspto-grants-2009_11 |