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104829-98-3

104829-98-3 Structure

104829-98-3 Structure
IdentificationMore
[Name]

3-Amino-2-bromo-4,6-dimethylpyridine
[CAS]

104829-98-3
[Synonyms]

2-BROMO-4,6-DIMETHYL-PYRIDIN-3-YLAMINE
3-AMINO-2-BROMO-4,6-DIMETHYLPYRIDINE
AKOS BBS-00005796
IFLAB-BB F1371-0213
5-Amino-2-bromo-4,6-dimethylpyridine
[Molecular Formula]

C7H9BrN2
[MDL Number]

MFCD03731181
[Molecular Weight]

201.06
[MOL File]

104829-98-3.mol
Chemical PropertiesBack Directory
[Melting point ]

61-62 °C
[Boiling point ]

304.8±37.0 °C(Predicted)
[density ]

1.504±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

solid
[pka]

3.09±0.18(Predicted)
[color ]

Light orange
[CAS DataBase Reference]

104829-98-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280
[Hazard Codes ]

T
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrogen peroxide-->Palladium-->FUMING SULFURIC ACID-->Hydrogen bromide-->Potassium nitrate-->2,4-Lutidine-->2-CHLORO-4,6-DIMETHYLPYRIDIN-3-AMINE-->2-bromo-4,6-dimethylpyridine-3-carboxamide-->Sodium hydroxide
[Preparation Products]

2-bromo-4,6-dimethyl-3-pyridinol
Spectrum DetailBack Directory
[Spectrum Detail]

3-Amino-2-bromo-4,6-dimethylpyridine(104829-98-3)1HNMR
3-Amino-2-bromo-4,6-dimethylpyridine(104829-98-3)FT-IR
Hazard InformationBack Directory
[Synthesis]

2-bromo-4,6-dimethylpyridine-3-carboxamide

610261-09-1

3-Amino-2-bromo-4,6-dimethylpyridine

104829-98-3

Bromine (2.8 g, 17.5 mmol) was added slowly dropwise to an aqueous solution (21 mL) of sodium hydroxide (2.1 g, 52.5 mmol) at -5 °C. Subsequently, 2-bromo-4,6-dimethylpyridine-3-carboxamide (3.19 g, 14 mmol) was added all at once. The reaction mixture was first stirred at 0 °C for 1 h, then warmed up to 70 °C and continued stirring for 1 h. The reaction was carried out at 0 °C for 1 h. The reaction mixture was then cooled to 70 °C. After completion of the reaction, the mixture was cooled to room temperature. Extraction was carried out with dichloromethane and the organic layer was washed with saturated brine and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated and the residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate, 2:1) to afford the target product 3-amino-2-bromo-4,6-dimethylpyridine (2.8 g, 100% yield) as a light yellow solid.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 15, p. 5093 - 5097
[2] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 395 - 408,14
[3] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 395 - 408
[4] Organic Letters, 2008, vol. 10, # 21, p. 4895 - 4898
[5] Journal of Organic Chemistry, 2010, vol. 75, # 3, p. 716 - 725
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