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1964-77-8

1964-77-8 Structure

1964-77-8 Structure
IdentificationBack Directory
[Name]

5-BROMO-2-METHYL-1H-BENZIMIDAZOLE
[CAS]

1964-77-8
[Synonyms]

5-bromo-2-methybenzimidazole
2-Methy-5-bromobenzimidazole
5-BROMO-2-METHYLBENZIMIDAZOLE
5-Bromo-2-methylbenzoimidazole
5-BROMO-2-METHYL-1H-BENZIMIDAZOLE
5-Bromo-2-methyl-1H-benzoimidazole
1H-BenziMidazole, 6-broMo-2-Methyl-
5-broMo-2-Methyl-1H-1,3-benzodiazole
5-BROMO-2-METHYL-1H-BENZ(D)IMIDAZOLE
5-BROMO-2-METHYL-1H-BENZO[D]IMIDAZOLE
[Molecular Formula]

C8H7BrN2
[MDL Number]

MFCD00457521
[MOL File]

1964-77-8.mol
[Molecular Weight]

211.06
Chemical PropertiesBack Directory
[Melting point ]

214-215 °C
[Boiling point ]

397.3±15.0 °C(Predicted)
[density ]

1.654±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

10.50±0.10(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChI]

InChI=1S/C8H7BrN2/c1-5-10-7-3-2-6(9)4-8(7)11-5/h2-4H,1H3,(H,10,11)
[InChIKey]

FHDFUQGJYYGLHJ-UHFFFAOYSA-N
[SMILES]

C1(C)NC2=CC(Br)=CC=C2N=1
Questions And AnswerBack Directory
[Uses]

5-Bromo-2-methyl-1H-benzo[D]imidazole is a benzo[D]imidazole derivative. Benzimidazole compounds possess biological activities such as anti-HIV-1 activity, anti-tumor activity, anti-cell proliferation activity, anti-parasitic activity, anti-inflammatory activity, antioxidant activity, and anti-epileptic activity. In addition, these compounds are also used as metal ligands. Therefore, the synthesis of these compounds has attracted considerable attention from chemists.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-2-METHYL-1H-BENZIMIDAZOLE(1964-77-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

Triethyl orthoacetate

78-39-7

4-Bromo-1,2-benzenediamine

1575-37-7

5-BROMO-2-METHYL-1H-BENZIMIDAZOLE

1964-77-8

GENERAL METHOD: A mixture of 4-bromophthalimide (1.0 mmol), triethyl orthoacetate (1.2 mmol) and ZrCl4 (0.1 mmol) in 10 mL of methanol was stirred at room temperature for 3 hours. Upon completion of the reaction, the progress was monitored by TLC and the solvent was removed by concentration under reduced pressure. The crude product was purified by silica gel column chromatography with an eluent ratio of petroleum ether/ethyl acetate (4:1 to 1:1, v/v) to afford the target compound 5-bromo-2-methyl-1H-benzo[D]imidazole.

[References]

[1] European Journal of Medicinal Chemistry, 2015, vol. 90, p. 241 - 250
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