Sodium methanolate methanol → HCID 58201209, compound
Reaction equation
[CH3:1][O-:2].[Na+].CO.[Br:6][C:7]1[C:8]([N+]([O-])=O)=[C:9]([CH3:15])[C:10]([CH3:14])=[N+:11]([O-:13])[CH:12]=1>CO>[Br:6][C:7]1[C:8]([O:2][CH3:1])=[C:9]([CH3:15])[C:10]([CH3:14])=[N+:11]([O-:13])[CH:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A 1 M sodium methoxide-methanol solution (30 ml) was added to a methanol (20 ml) solution of the above 5-bromo-2,3-dimethyl-4-nitropyridine 1-oxide (4.80 g) under cooling in an ice bath, and the resulting mixture was stirred at room temperature overnight. Thereafter, the reaction solution was concentrated, and the residue was dissolved in dichloromethane and water for liquid separation. The organic layer was dried over anhydrous sodium sulfate, and the filtrate was then concentrated, so as to obtain a crude product of the title compound (4.91 g) as a solid.
Workup
- temperatureunder cooling in an ice bath
- concentrationThereafter, the reaction solution was concentrated
- dissolutionthe residue was dissolved in dichloromethane
- customwater for liquid separation
- dry with materialThe organic layer was dried over anhydrous sodium sulfate
- concentrationthe filtrate was then concentrated
Sources & evidence
- ORD record
- ord-8e1046c175f44bd98a5451f7f089a191
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08236813B2
Reaction notes
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