HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-(2-cyanopyrrol-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chlorosulfonyl isocyanate | HCID 70918 | — |
| Reactant | Methyl 3-(1H-pyrrol-1-yl)benzoate | HCID 3322314 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-(2-cyanopyrrol-1-yl)benzoate | HCID 18945318 | — |
Reaction Steps
Chlorosulfonyl isocyanate (18.2 ml) was dropwise added to a solution of methyl 3-(pyrrol-1-yl)benzoate (35.0 g) in dichloromethane (350 ml) at -10°~20° C. and the mixture was stirred for 1 hour at the same temperature. To the mixture was dropwise added N,N-dimethylformamide (105 ml) at the same temperature and the mixture was stirred for 1 hour at 0°-5° C. The reaction mixture was poured into water. The separated organic layer was washed with saturated aqueous sodium bicarbonate solution and water. The organic solution was dried over magnesium sulfate and evaporated in vacuo to give methyl 3-(2-cyanopyrrol-1-yl)benzoate (30.67 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05824691 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-9a1d0727ce7e4f48b6f76e523f48377d |
| Source note | uspto-grants-1998_10 |