5-BROMO-4,6-DIMETHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBONITRILE Chemical Properties

Melting point:

263-266°C

Boiling point:

301℃

Density 

1.61

Flash point:

136℃

storage temp. 

Inert atmosphere,Room Temperature

pka

7.00±0.10(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

23819-87-6

Safety Information

Risk Statements 

20/21/22-36/37/38

Safety Statements 

9-26-36/37

RIDADR 

UN3439

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333990

5-BROMO-4,6-DIMETHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBONITRILE Usage And Synthesis

Chemical Properties

White solid

Synthesis

General procedure for the synthesis of 2-hydroxy-3-cyano-4,6-dimethyl-5-bromopyridine from 2-oxo-4,6-dimethyl-1,2-dihydropyridine-3-carbonitrile: To a solution of 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (35 g, 236 mmol) in acetic acid (200 ml) is added slowly and dropwise bromine (41.5 g, 260 mmol). 260 mmol). The reaction mixture was stirred at room temperature for 30 minutes. After completion of the reaction, the mixture was concentrated to dryness under reduced pressure. The crude product was purified by recrystallization from ethanol-water mixed solvent to afford 5-bromo-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (70 g, 95% yield). The product was analyzed by LCMS (Table 1, method c) showing retention time RT = 1.63 min; mass spectrum m/z = 226,228 (M + H).

References

[1] Journal of Organic Chemistry, 1984, vol. 49, # 26, p. 5237 - 5243
[2] Patent: WO2016/198908, 2016, A1. Location in patent: Page/Page column 76
[3] Pharmaceutical Chemistry Journal, 1989, vol. 23, # 12, p. 983 - 986
[4] Khimiko-Farmatsevticheskii Zhurnal, 1989, vol. 23, # 12, p. 1459 - 1463
[5] Journal of Heterocyclic Chemistry, 2011, vol. 48, # 2, p. 272 - 278

5-BROMO-4,6-DIMETHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBONITRILE(23819-87-6)Related Product Information

• 4,6-Dimethyl-2-hydroxypyridine
• 1-BROMO-2-METHYL-BUT-2-ENE
• 5-BROMO-4,6-DIMETHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBONITRILE
• 3-Bromo-2-methylpropene
• 3,3-Dimethylallyl bromide
• 3-Cyano-4,6-dimethyl-2-hydroxypyridine