HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → N-benzyl-4,6-dichloro-2-(methylthio)pyrimidine-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonyl chloride | HCID 72699144 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-benzyl-4,6-dichloro-2-(methylthio)pyrimidine-5-carboxamide | HCID 86627801 | — |
Reaction Steps
To a solution of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carbonyl chloride in THF (15 mL), triethylamine (2.3 mmol) and benzylamine (2.5 mmol) are added at 0° C. After stirred at room temperature for 2 h, the reaction mixture is diluted with AcOEt and H2O. The mixture is extracted twice with AcOEt. The organic layer is dried over Na2SO4, filtered, and concentrated. The residue is purified by silica gel column chromatography to give 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylic acid benzylamide as a white solid. 1H-NMR (CDCl3), δ 2.57 (3H, s), 4.66 (2H, d), 6.08 (1H, br s), 7.31-7.35 (2H, m), 7.36-7.38 (3H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07704996B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-3db8fb840033460fa295ad251a5fb9de |
| Source note | uspto-grants-2010_04 |