METHYL 4-(1H-IMIDAZOL-1-YL)BENZENECARBOXYLATE Chemical Properties

Melting point:

124-127 °C (lit.)

Boiling point:

354.7±25.0 °C(Predicted)

Density 

1.18±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

5.06±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C11H10N2O2/c1-15-11(14)9-2-4-10(5-3-9)13-7-6-12-8-13/h2-8H,1H3

InChIKey

KUBBZTZQWIGHFH-UHFFFAOYSA-N

SMILES

C(OC)(=O)C1=CC=C(N2C=NC=C2)C=C1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933299090

MSDS

• Language:English Provider:SigmaAldrich

METHYL 4-(1H-IMIDAZOL-1-YL)BENZENECARBOXYLATE Usage And Synthesis

General Description

Methyl 4-(1H-imidazol-1-yl)benzoate is a imidazole derivative. It is a heterocyclic building block used in chemical synthesis.

Synthesis

General procedure for the synthesis of methyl 4-(1H-imidazol-1-yl)benzoate from imidazole and methyl 4-fluorobenzoate: imidazole (132 g, 1.9 mol), methyl 4-fluorobenzoate (170 ml, 1.3 mol) and potassium carbonate (357 g, 2.6 mol) were dissolved in DMSO (200 ml) to form a reaction mixture. The reaction mixture was stirred at 120°C for 3 hours. After completion of the reaction, it was cooled to room temperature and the mixture was poured into cold water. The solid product precipitated was collected by filtration and washed with cold water. The yield of the final product was 59%.

References

[1] Patent: KR101502187, 2015, B1. Location in patent: Paragraph 0384; 0385
[2] Journal of Medicinal Chemistry, 1990, vol. 33, # 4, p. 1091 - 1097
[3] Patent: US4804662, 1989, A

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