Sodium Acetate → HCID 22991852, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[C:4](F)[C:3]=1[N+:23]([O-:25])=[O:24].C([O-])(=[O:28])C.[Na+]>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:18])([F:17])[F:19])[N:11]([CH3:20])[C:10]2=[O:21])=[C:4]([OH:28])[C:3]=1[N+:23]([O-:25])=[O:24]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
30 g of 3-[4-chloro-2,6-difluoro-3-nitrophenyl]-1-methyl-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione were dissolved in 100 ml of absolute dimethylformamide, admixed with 25.2 g of sodium acetate and heated at 100° C. for four hours. After cooling, the solvent was removed under reduced pressure and the residue was admixed with water; by addition of dilute hydrochloric acid, the pH was taken into the acidic range, and the mixture was extracted with methyl tert-butyl ether (three times 75 ml). The product of value was obtained as a mixture with the isomer formed by exchange of the fluorine atom which is in the position para to the nitro group. Total yield: 28.3 g. The crude product was purified at the subsequent stage (intermediate 7).
Workup
- temperatureAfter cooling
- customthe solvent was removed under reduced pressure
- additionby addition of dilute hydrochloric acid
- extractionthe mixture was extracted with methyl tert-butyl ether (three times 75 ml)
- customThe product of value was obtained as a mixture with the isomer
- customformed by exchange of the fluorine atom which
- customThe crude product was purified at the subsequent stage (intermediate 7)
Sources & evidence
- ORD record
- ord-d72d851be39140409c16457ff9d6b6cd
- Source dataset
- uspto-grants-2003_09
- Patent number
- US06624119B1
Reaction notes
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