1H-Benzimidazole-5-carboxylicacid,1-methyl-,methylester(9CI) Chemical Properties

Melting point:

109～111℃

storage temp. 

Sealed in dry,Room Temperature

Appearance

Brown to black Solid

Safety Information

HS Code 

2933998090

1H-Benzimidazole-5-carboxylicacid,1-methyl-,methylester(9CI) Usage And Synthesis

Uses

Methyl 1-Methyl-1H-benzo[d]imidazole-5-carboxylate is a useful reagent for preparation of hydroxytryptamine receptor antagonist.

Synthesis

Methyl 3-amino-4-(methylamino)benzoate (3.3 g) was dissolved in 96 ml of formic acid, 4 ml of water was added, and the reaction mixture was stirred at 90°C for 3 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure and the residue was dissolved in ethyl acetate. The organic phase was washed sequentially with saturated sodium bicarbonate solution and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give methyl 1-methyl-1H-benzimidazole-5-carboxylate (3.4 g, 97% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, δ ppm: 3.8 (s, 3H), 3.8 (s, 3H), 7.6 (d, 1H), 7.9 (dd, 1H), 8.2 (d, 1H), 8.3 (s, 1H)) and ESI/MS (m/z: 191 [M+H]+).

References

[1] Patent: EP1595866, 2005, A1. Location in patent: Page/Page column 26

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