HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-Cyclopropyl-3-iodo-4-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 3-Iodo-4-methylbenzoic acid | HCID 621640 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Cyclopropyl-3-iodo-4-methylbenzamide | HCID 21914546 | 98% |
Reaction Steps
A solution of 3-iodo-4-methylbenzoic acid (10.5 g, 40 mmol), 1-(3-dimethlaminopropyl) -3-ethylcarbodiimide hydrochloride (9.2 g, 48 mmol) and cyclopropylamine (2.6 g, 45.6 mmol) in N,N-dimethylformamide (70 ml) was stirred at room temperature for 4 h. Water (250 mL) was added. The solution was extracted with ethyl acetate (200mL×2), washed with saturated K2CO3 solution (200 mL) and water (200 mL). Organic layer was dried over Na2SO4 and evaporated under reduced pressure to give the desired product (11.8 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700622B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-af678c59a06d4c0e9a8c6df0ba489fb7 |
| Source note | uspto-grants-2010_04 |