4-METHYL-1H-BENZOIMIDAZOLE Chemical Properties

Melting point:

140 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))

Boiling point:

363.2±11.0 °C(Predicted)

Density 

1.186±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.15±0.30(Predicted)

Appearance

Light yellow to yellow Solid

Safety Information

HS Code 

2933998090

4-METHYL-1H-BENZOIMIDAZOLE Usage And Synthesis

Synthesis Reference(s)

Tetrahedron Letters, 5, p. 2999, 1964 DOI: 10.1002/lipi.19640660210

Synthesis

Example 17: Synthesis of N'-(3,4-dimethoxybenzylidene)-3-(4-methyl-1H-benzo[d]imidazol-1-yl)propanoylhydrazine. [0523] (a) Preparation of 4-methyl-1H-benzo[d]imidazole: 3-methylbenzene-1,2-diamine (400 mg, 3.27 mmol), triethyl orthoformate (0.65 mL, 3.92 mmol) and iodine (83 mg, 0.327 mmol) were mixed in acetonitrile (10 mL) and stirred overnight at room temperature. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate. The organic layer was separated and dried with anhydrous sodium sulfate. Purification by silica gel column chromatography using ethyl acetate-hexane (0 to 80%) as eluent afforded the target product 4-methyl-1H-benzo[d]imidazole (310 mg, 72% yield).

References

[1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 7, p. 1154 - 1159
[2] Monatshefte fur Chemie, 2007, vol. 138, # 1, p. 89 - 94
[3] Journal of Heterocyclic Chemistry, 2007, vol. 44, # 6, p. 1509 - 1512
[4] Patent: WO2010/132615, 2010, A1. Location in patent: Page/Page column 113

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