HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 6-Chloro-N-methylnicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86639403 | HCID 86639403 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Chloro-N-methylnicotinamide | HCID 12364230 | 91% |
Reaction Steps
To a solution of 6-chloro-N-methylnicotinoyl chloride (7.39 g, 42.0 mmol) in tetrahydrofuran (50 mL), methylamine (42 mL, 84.0 mmol) and triethylamine (6.4 mL, 46.2 mmol) were added under ice-cold conditions, and the resultant mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction solution was concentrated in vacuo, then filtered, and washed with tetrahydrofuran. The obtained residue was recrystallized (ethyl acetate/hexane) and 6-chloro-N-methylnicotinamide (6.52 g, yield 91%) was obtained as a white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153634B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-0a1ea1ce66944b9aa43ea5d6dfc6af62 |
| Source note | uspto-grants-2012_04 |