ChemicalBook--->CAS DataBase List--->5805-53-8

5805-53-8

5805-53-8 Structure

5805-53-8 Structure
IdentificationBack Directory
[Name]

1H-Benzimidazole-2-carboxylicacid,methylester(9CI)
[CAS]

5805-53-8
[Synonyms]

Methyl BenziMidazole-2-carboxylate
methyl 1H-1,3-benzodiazole-2-carboxylate
2-Benzimidazolecarboxylic acid, methyl ester
1H-Benzimidazole-2-carboxylicacid,methylester(9CI)
[Molecular Formula]

C9H8N2O2
[MDL Number]

MFCD03413579
[MOL File]

5805-53-8.mol
[Molecular Weight]

176.17
Chemical PropertiesBack Directory
[Melting point ]

187.3 °C
[Boiling point ]

343.1±25.0 °C(Predicted)
[density ]

1.324±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

10.39±0.10(Predicted)
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C9H8N2O2/c1-13-9(12)8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H,10,11)
[InChIKey]

LKUBWDNDGBVKFK-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)NC2=CC=CC=C2N=1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Benzimidazole-2-carboxylicacid,methylester(9CI)(5805-53-8)MS
1H-Benzimidazole-2-carboxylicacid,methylester(9CI)(5805-53-8)1HNMR
1H-Benzimidazole-2-carboxylicacid,methylester(9CI)(5805-53-8)1HNMR
1H-Benzimidazole-2-carboxylicacid,methylester(9CI)(5805-53-8)IR1
1H-Benzimidazole-2-carboxylicacid,methylester(9CI)(5805-53-8)IR2
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2-(TRICHLOROMETHYL)-BENZIMIDAZOLE

3584-65-4

1H-Benzimidazole-2-carboxylicacid,methylester(9CI)

5805-53-8

General procedure for the synthesis of methyl 1H-benzimidazole-2-carboxylate from methanol and 2-(trichloromethyl)-1H-benzo[d]imidazole: Sodium carbonate (Na2CO3, 0.64 g, 6.07 mmol) was added to a solution of 2-(trichloromethyl)-1H-benzo[d]imidazole (1.9 g, 6.07 mmol) in methanol (20 mL). The reaction mixture was heated to reflux for 14 h and subsequently cooled to room temperature. 1N hydrochloric acid (HCl) was added to the reaction solution and stirred for 0.5 hr. The reaction mixture was extracted with ethyl acetate (EA). The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give methyl 1H-benzimidazole-2-carboxylate (0.89 g, yield not stated). Mass spectrometry (MS) analysis showed the molecular ion peak (M+1) to be 177, which was consistent with the theoretically calculated value (C9H8N2O2, 176).

[References]

[1] Patent: WO2011/143365, 2011, A1. Location in patent: Page/Page column 138
[2] Patent: WO2008/33739, 2008, A2. Location in patent: Page/Page column 31
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