Benzaldehyde → HCID 178524243, compound

HRID 1393362Notes

Reaction equation

HRID 1393362 reaction equation
[NH2:1][C:2]1[C:10]([NH2:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>[N+](C1C=CC=CC=1)([O-])=O>[C:13]1([C:12]2[NH:1][C:2]3[C:3]([C:4]([OH:6])=[O:5])=[CH:7][CH:8]=[CH:9][C:10]=3[N:11]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 1980692,3-Diaminobenzoic acid

Product 1

HCID 178524243HCID 178524243, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

A solution of methyl ester of 2,3-diaminobenzoic acid (4.00 g, 24.07 mmol) and benzaldehyde (2.56 g, 24.07 mmol) in nitrobenzene (60 ml) was stirred at 155-160° C. for 3 hrs. After being cooled to room temperature, the reaction mixture was purified by column chromatography on silica gel (n-hexane/ethyl acetate=20 and 4) to give methyl ester of 2-phenylbenzimidazole-4-carboxylic acid (3.89 g, 64%) as a pale yellow crystals.

Workup

  1. customthe reaction mixture was purified by column chromatography on silica gel (n-hexane/ethyl acetate=20 and 4)

Sources & evidence

ORD record
ord-92281092132d4d6da6280d0c8812fa00
Source dataset
uspto-grants-2008_03
Patent number
US07345068B2

Reaction notes

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