HCID 66984744, compound → 2,3-Diaminobenzoic acid
Reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10](N)=[O:11])[C:4]=2[NH:3]C=1.NCC(C1C([N+]([O-])=O)=CC=CC=1C(O)=O)=[O:16]>>[NH2:3][C:4]1[C:5]([NH2:1])=[CH:6][CH:7]=[CH:8][C:9]=1[C:10]([OH:11])=[O:16]Participants
3
Procedure
The method of preparing for benzimidazole-4-amide derivatives of the present invention is as follows: using 2-aminoacetyl-3-nitrobenzoic acid as an initiating raw material, 2-aminoacetyl-3-nitrobenzoic acid in turn is undergoing ammonolysis, Hoffman degradation and reduction, to produce 2,3-diamino benzoic acid; and then condensing 2,3-diamino benzoic acid and aldehydes X—CHO in the presence of catalyst of cupric acetate, to produce benzimidazole-4-carboxylic acid; and then reacting benzimidazole-4-carboxylic acid with thionyl chloride to produce acyl chloride, and then condensing the acyl chloride and an amine NH2—Y, to produce the benzimidazole-4-carboxamide derivative.
Sources & evidence
- ORD record
- ord-11613152acc6483b94460343c6287a14
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08871946B2
Reaction notes
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