1-METHYL-1H-BENZIMIDAZOLE-2-CARBOXYLIC ACID Chemical Properties

Melting point:

146.5

Boiling point:

403.6±28.0 °C(Predicted)

Density 

1.35±0.1 g/cm3(Predicted)

pka

1.19±0.30(Predicted)

form 

Solid

InChI

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

InChIKey

YHHVGKXAIOVFOH-UHFFFAOYSA-N

SMILES

C1(C(O)=O)N(C)C2=CC=CC=C2N=1

Safety Information

Hazard Note 

Harmful

HS Code 

2933998090

1-METHYL-1H-BENZIMIDAZOLE-2-CARBOXYLIC ACID Usage And Synthesis

Synthesis

1. Methyl 1-methyl-1H-benzimidazole-2-carboxylate (190 mg, 1.0 mmol) and NaOH (80 mg, 2.0 mmol) in a mixture of MeOH/H2O (1:1, 20 mL) were stirred and reacted for 1 hr at 50°C. The reaction was carried out with the help of a stirring device. 2. Upon completion of the reaction, the mixture was concentrated and then diluted with 15 mL of water. 3. The pH of the diluted solution was adjusted to 2 with concentrated hydrochloric acid, at which time a precipitate was formed. 4. 4. The precipitate was collected by filtration, washed with water and dried to give 1-methyl-1H-benzimidazole-2-carboxylic acid (176 mg, 1.0 mmol, 100% yield). 5. The product was analyzed by ESI-MS and the (M + 1) peak was 177, which corresponded to the calculated value of C9H8N2O2 (176).

References

[1] Patent: WO2011/143365, 2011, A1. Location in patent: Page/Page column 171
[2] Patent: WO2016/73847, 2016, A2. Location in patent: Paragraph 00189

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