1-Methyl-1H-benzimidazole-5-carboxylic acid Chemical Properties

Melting point:

>300(dec.)

Boiling point:

411.1±37.0 °C(Predicted)

Density 

1.35±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

2.92±0.30(Predicted)

Appearance

Light brown to gray Solid

InChI

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

InChIKey

KAJLCBKTWRUQOI-UHFFFAOYSA-N

SMILES

C1N(C)C2=CC=C(C(O)=O)C=C2N=1

Safety Information

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2933998090

1-Methyl-1H-benzimidazole-5-carboxylic acid Usage And Synthesis

Synthesis

Step 3: 3-amino-4-(methylamino)benzoic acid (280,678 mg, 4.1 mmol) was dissolved in 50% formic acid aqueous solution (anhydrous solvent was used if the protoate was used), and the reaction was stirred at 85°C for 13 hours. After completion of the reaction, the reaction solution was concentrated, the residue was redissolved in water and freeze-dried to obtain 1-methyl-1H-benzo[d]imidazole-5-carboxylic acid (281,712 mg, 99% yield). The product was characterized as follows: 1H NMR (400.2 MHz, DMSO) δ (ppm): 12.9 (br s, 1H), 8.80 (s, 1H), 8.26 (d, J = 1.6 Hz, 1H), 7.96 (dd, J = 1.6, 8.6 Hz, 1H), 7.79 (d, J = 8.6 Hz, 1H), 3.95 (s, 3H). 3H). MS: calculated value 176.2; measured value 177.1 (M + H).

References

[1] Patent: WO2005/30704, 2005, A1. Location in patent: Page/Page column 244-245
[2] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0293
[3] Patent: WO2004/26829, 2004, A2. Location in patent: Page/Page column 77

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