HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N'-[6-(4-methylphenyl)-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]acetohydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 4-Hydrazino-6-(4-methylphenyl)-5-phenyl-2-(trifluoromethyl)pyrimidine | HCID 10382869 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N'-[6-(4-methylphenyl)-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]acetohydrazide | HCID 59641749 | 78.4% |
Reaction Steps
To a solution of 4-hydrazino-6-(4-methylphenyl)-5-phenyl-2-(trifluoromethyl)pyrimidine (0.23 g, 0.66 mmol) (synthesized according to the procedure described in example 22) in dichloromethane (5 ml) and pyridine (0.06 g, 0.8 mmol), acetyl chloride (0.6 g, 0.7 mmol) was added dropwise at room temperature over a period of ten minutes under stirring. Stirring was continued for two hours and the resultant reaction mass was poured onto ice-water mixture and neutralised with hydrochloric acid. The reaction mixture was extracted with dichloromethane. The organic extract was washed with water, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the title compound (0.2 g, 77.9%, HPLC purity 99.4%), mp: 147-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07317014B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-79bd6969778d4f0c802a74bb2dde6230 |
| Source note | uspto-grants-2008_01 |