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1865-09-4

1865-09-4 Structure

1865-09-4 Structure
IdentificationBack Directory
[Name]

1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER
[CAS]

1865-09-4
[Synonyms]

2-(Ethoxycarbonyl)-1H-benzimidazole
Ethyl 1H-benzimidazole-2-carboxylate
ethyl 1H-1,3-benzodiazole-2-carboxylate
Ethyl 1H-1,3-benzimidazole-2-carboxylate
BENZIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER
1H-BENZIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER
1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER
1H-Benzimidazole-2-carboxylicacid,ethylester(9CI)
[Molecular Formula]

C10H10N2O2
[MDL Number]

MFCD00721392
[MOL File]

1865-09-4.mol
[Molecular Weight]

190.2
Chemical PropertiesBack Directory
[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. ]

Sealed in dry,2-8°C
[form ]

solid
[pka]

10.49±0.10(Predicted)
[color ]

Beige
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)Flame (GHS02)
GHS05,GHS06,GHS02
[Signal word ]

Danger
[Hazard statements ]

H330-H301-H314-H260
[Precautionary statements ]

P501-P223-P260-P270-P231+P232-P271-P264-P280-P284-P370+P378-P335+P334-P303+P361+P353-P301+P330+P331-P363-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P402+P404-P405
[HazardClass ]

IRRITANT
[HS Code ]

2933998090
Hazard InformationBack Directory
[Synthesis Reference(s)]

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

2-Benzimidazolecarboxylic acid

2849-93-6

Ethanol

64-17-5

1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER

1865-09-4

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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