HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-Chloro-N-methoxy-N-methylnicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 6-Chloronicotinoyl Chloride | HCID 2782165 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Chloro-N-methoxy-N-methylnicotinamide | HCID 11435597 | 102.9% |
Reaction Steps
To a solution of 6-chloronicotinoyl chloride (10.0 g) and N,O-dimethylhydroxyamine hydrochloride (6.65 g) in dichloromethane (200 ml) was added dropwise triethylamine (17.2 g) at 0° C. Subsequently the mixture was stirred at room temperature overnight. The mixture was washed successively with water, 5% aqueous citric acid solution, water and brine, and then, dried over sodium sulfate. The solvent was evaporated under reduced pressure to give N-methoxy-N-methyl-6-chloronicotinamide (11.73 g) as pale yellow oil. APCI-Mass m/Z 201/203 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785403B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-cc296f78c3b441cd89a1df5eb177dd80 |
| Source note | uspto-grants-2014_07 |