2-BROMO-3-NITRO-5-METHYL PYRIDINE synthesis
- Product Name:2-BROMO-3-NITRO-5-METHYL PYRIDINE
- CAS Number:23056-46-4
- Molecular formula:C6H5BrN2O2
- Molecular Weight:217.02
7464-14-4
23056-46-4
General procedure for the synthesis of 2-bromo-3-nitro-5-methylpyridine from 2-hydroxy-3-nitro-5-methylpyridine: at a low temperature of 0-10°C, phosphorus tribromide (POBr3, 222.8 g, 0.78 mol) was added batchwise to an N,N- dimethylformamide (DMF, 500 mL) solution. Subsequently, the reaction mixture was warmed to 80 °C and stirred continuously for 12 h under nitrogen protection. Upon completion of the reaction, the mixture was cooled to room temperature and quenched by slowly pouring into crushed ice (1 Kg). The resulting solid product was collected by filtration and washed well with ice-cold deionized water (2 x 500 mL) to remove impurities. Finally, the resulting solid was placed in a desiccator and dried under high vacuum for 24 h to afford the target compound 2-bromo-5-methyl-3-nitropyridine as a yellow solid (121 g) in 86% yield. Results of mass spectrometry analysis: (M+H)+ theoretical value: 217; measured value: 216.9.
7464-14-4
188 suppliers
$10.00/1g
23056-46-4
158 suppliers
$9.00/1g
Yield: 86%
Reaction Conditions:
with phosphorus(V) oxybromide in N,N-dimethyl-formamide at 0 - 80; for 12 h;
Steps:
[00257] POBr3 (222.8 g, 0.78 mol) was added in portions to 2-hydroxy-5- methyl-3-nitropyridine (100 g, 0.65 mol) in DMF (500 mL) with stirring at 0-10 °C then the reaction mixture was stirred at 80 0C under nitrogen for 12 hours. Reaction mixture was cooled and poured into crushed ice (1 Kg), obtained solid was filtered, washed thoroughly with ice-cold water (2 x 500 mL), dried in a desiccator under high vacuum for one day to obtain 2-bromo-5-methyl-3- nitropyridine as yellow solid (121 g) in 86% yield. (M+H) Expected: 217; found 216.9.
References:
Location in patent:Page/Page column 52
7598-26-7
147 suppliers
$35.35/1gm:
23056-46-4
158 suppliers
$9.00/1g