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ChemicalBook--->CAS DataBase List--->396092-82-3

396092-82-3

396092-82-3 Structure

396092-82-3 Structure
IdentificationBack Directory
[Name]

2-Bromo-4-dimethylaminopyridine
[CAS]

396092-82-3
[Synonyms]

2-Bromo-4-dimethylaminopyridine
2-Bromo-N,N-dimethylpyridin-4-amine
2-BroMo-N,N-diMethylpyridine-4-aMine
2-Bromo-4-(dimethylamino)pyridine 98%
4-Pyridinamine, 2-bromo-N,N-dimethyl-
[Molecular Formula]

C7H9BrN2
[MDL Number]

MFCD11036210
[MOL File]

396092-82-3.mol
[Molecular Weight]

201.06
Chemical PropertiesBack Directory
[storage temp. ]

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

solid
[color ]

Light yellow to yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS06,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331-H315-H319-H411
[Precautionary statements ]

P501-P261-P273-P270-P271-P264-P280-P391-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-4-dimethylaminopyridine(396092-82-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,4-Dibromopyridine

58530-53-3

Dimethylamine

124-40-3

2-Bromo-4-dimethylaminopyridine

396092-82-3

The general procedure for the synthesis of 2-bromo-4-dimethylaminopyridine from 2,4-dibromopyridine and dimethylamine was as follows: 2,4-dibromopyridine (100 mg, 0.31 mmol) was dissolved in ethanol (2 mL), and 33% ethanol solution of dimethylamine was added. The reaction mixture was heated and stirred at 50 °C for 5 hours. After completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. The crude product was purified by an ISCO? automated column chromatography system using a silica gel column eluting with a 0-70% ethyl acetate/pentane gradient. The target product 2-bromo-4-dimethylaminopyridine (51 mg, 0.25 mmol, 81% yield) was obtained. The structure of the product was confirmed by 1H-NMR (CDCl3, 400 MHz): δ 3.0 (s, 6H), 6.4 (m, 1H), 6.6 (s, 1H), 7.9 (d, 1H). Mass spectrometry (APCI) showed the molecular ion peak m/z 201 [MH]+.

[References]

[1] Patent: WO2007/57775, 2007, A1. Location in patent: Page/Page column 159-160
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