Trimethyl orthoformate → Methyl 1-methyl-1H-benzo[d]imidazole-5-carboxylate

HRID 348524

Reaction equation

HRID 348524 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[NH:12][CH3:13])[C:5]([O:7][CH3:8])=[O:6].[CH:14](OC)(OC)OC>>[CH3:13][N:12]1[C:11]2[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=2[N:1]=[CH:14]1

Participants

3

Reactant 2

HCID 9005Trimethyl orthoformateHCID 15586064Methyl 3-amino-4-(methylamino)benzoate

Product 1

HCID 965319Methyl 1-methyl-1H-benzo[d]imidazole-5-carboxylate

Procedure

A solution of methyl 3-amino-4-methylaminobenzoate (prepared as in DE 1990390463 A1) (2.57 g, 14 mmol) in trimethyl orthoformate (50 mL) was refluxed for 16 hours. The solvent was then removed under reduced pressure to afford 2.31 g of product.

Workup

  1. customThe solvent was then removed under reduced pressure

Sources & evidence

ORD record
ord-32dc8e7f00a3425182a33ced2a8f8734
Source dataset
uspto-grants-2007_02
Patent number
US07176322B2

Linked notes

Loading…