4-(2-METHYLIMIDAZOL-1-YL)PHENYLAMINE Chemical Properties

Melting point:

111.5 °C

Boiling point:

378.5±44.0 °C(Predicted)

Density 

1.17±0.1 g/cm3(Predicted)

storage temp. 

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

pka

7.49±0.10(Predicted)

form 

solid

color 

Brown

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26-39

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2933299090

4-(2-METHYLIMIDAZOL-1-YL)PHENYLAMINE Usage And Synthesis

Synthesis

GENERAL STEPS: 2-Methyl-1-(4-nitrophenyl)-1H-imidazole (12.8 g, 63 mmol) was dissolved in methanol (150 mL) and palladium/carbon catalyst (3 g) was added. The reaction mixture was stirred for 8 h at room temperature in a hydrogen atmosphere. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of the feedstock, the reaction mixture was filtered to remove the catalyst and the filtrate was concentrated under vacuum to afford 4-(2-methyl-1H-imidazol-1-yl)aniline (10 g, 92% yield).

References

[1] Patent: WO2009/71888, 2009, A1. Location in patent: Page/Page column 83
[2] Advanced Synthesis and Catalysis, 2016, vol. 358, # 4, p. 597 - 609
[3] Patent: WO2011/75478, 2011, A1. Location in patent: Page/Page column 53
[4] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 5, p. 1221 - 1227
[5] Journal of Medicinal Chemistry, 2005, vol. 48, # 6, p. 1729 - 1744

4-(2-METHYLIMIDAZOL-1-YL)PHENYLAMINE(74852-81-6)Related Product Information

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