Benzoic Acid → 1H-Benzimidazole, 5-nitro-2-phenyl-

HRID 2243089Notes

Reaction equation

HRID 2243089 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([NH2:11])[CH:5]=1)([O-:3])=[O:2].[C:12](O)(=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[K+].[Br-]>C(Cl)(Cl)Cl.CO>[C:13]1([C:12]2[NH:11][C:6]3[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][C:7]=3[N:10]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 253877Potassium BromideHCID 51117914-Nitro-1,2-phenylenediamine

Product 1

HCID 7593991H-Benzimidazole, 5-nitro-2-phenyl-Yield 70%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared from 4-nitrophenylenediamine and benzoic acid in a manner similar to that of Example 9b. Yield: 70%; Rf (9/1 chloroform/methanol): 0.45; IR (KBr): 3290, 1500, 1330, 1290 cm−1.

Sources & evidence

ORD record
ord-f9c0b5463f214e948249f46e6efe86f2
Source dataset
uspto-grants-2010_03
Patent number
US07674809B2

Reaction notes

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