HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-benzyl-N-methyl-3-nitropyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-Methylbenzylamine | HCID 7669 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-benzyl-N-methyl-3-nitropyridin-2-amine | HCID 9211491 | — |
Reaction Steps
The mixture of 2-chloro-3-nitropyridine (15 g), Na2CO3 (10.03 g) and N-methylbenzylamine (24.42 mL) in THF (150 mL) was stirred at 80° C. under a dry atmosphere (CaCl2 tube) overnight. The mixture was neutralized with 1N HCl at 0° C. and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 0%-30% EtOAc in hexane) to give N-benzyl-N-methyl-3-nitropyridin-2-amine (19 g) as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09226921B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-2149e8f1e4284eed8195c6cb6bedfc19 |
| Source note | uspto-grants-2016_01 |