HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → Methyl 3-(3-cyano-1,5-dimethylpyrrol-2-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | Triethylamine hydrochloride | HCID 11130 | — |
| Reactant | Methyl 3-(cyanoacetyl)benzoate | HCID 18945177 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-(3-cyano-1,5-dimethylpyrrol-2-yl)benzoate | HCID 18945303 | — |
Reaction Steps
To the stirring mixture of methyl 3-(cyanoacetyl)benzoate (2.0 g), triethylamine (1.4 ml), triethylamine hydrochloride (1.4 g) and 40% aqueous methylamine (0.93 ml) was added chloroacetone (0.86 ml) at ambient temperature and the mixture was stirred for 2 hours at the same temperature. To the reaction mixture was added ethyl acetate and the mixture was washed with water. The organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from ethanol to give methyl 3-(3-cyano-1,5-dimethylpyrrol-2-yl)benzoate (1.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05824691 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-8d0b878e85e94169b8bdd4cea3bbf8fc |
| Source note | uspto-grants-1998_10 |