1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER Chemical Properties

Melting point:

212.7-213.7 °C

Boiling point:

350.0±25.0 °C(Predicted)

Density 

1.272±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

solid

pka

10.49±0.10(Predicted)

color 

Beige

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER Usage And Synthesis

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 1519, 1974 DOI: 10.1021/jo00924a014

Synthesis

1H-benzimidazole-2-carboxylic acid (500 mg, 3.08 mmol) was suspended in anhydrous ethanol (5 mL) and thionyl chloride (1.12 mL, 15.4 mmol) was slowly added dropwise, followed by heating the reaction mixture to reflux and stirring overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to afford the crude product ethyl 1H-benzo[d]imidazole-2-carboxylate (644 mg, 99% yield).

References

[1] Patent: WO2006/91506, 2006, A2. Location in patent: Page/Page column 42
[2] Patent: WO2006/49681, 2006, A2. Location in patent: Page/Page column 40
[3] Patent: WO2006/121588, 2006, A2. Location in patent: Page/Page column 46
[4] Patent: WO2006/121860, 2006, A2. Location in patent: Page/Page column 46
[5] Patent: WO2006/121904, 2006, A1. Location in patent: Page/Page column 46

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