HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-{5-Acetyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-4-pyrimidinyl}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (3-Trifluoromethylphenyl)urea | HCID 25712 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-{5-Acetyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-4-pyrimidinyl}benzonitrile | HCID 57670842 | — |
Reaction Steps
265 mg (1.3 mmol) N-[3-(trifluoromethyl)phenyl]urea, 131 mg (1.0 mmol) 4-cyano-benzaldehyde, and 100 mg (1.0 mmol) 2,4-pentanedione are suspended in 2 ml of THF, and catalytic amounts of concentrated hydrochloric acid are added. The mixture is stirred at reflux for 18 hours. After cooling down to room temperature, the solvent is removed in vacuo and the residue is purified by column chromatography on silica with cyclohexane/ethyl acetate as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687510B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-56f5003792214ef6b8ea5abd7ac584b3 |
| Source note | uspto-grants-2010_03 |