3,4-Diaminobenzoic acid → HCID 178513579, compound

HRID 2247153Notes

Reaction equation

[C:1]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:19][C:18]3[CH:20]=[CH:21][C:22]([C:24]([OH:26])=O)=[CH:23][C:17]=3[N:16]=2)=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(C1C=CC(C=O)=CC=1)(=O)C1C=CC=CC=1.[NH2:43]C1C=C(C=CC=1N)C(O)=O>>[C:1]([C:9]1[CH:10]=[CH:11][C:12]([C:15]2[NH:19][C:18]3[CH:20]=[CH:21][C:22]([C:24]([NH2:43])=[O:26])=[CH:23][C:17]=3[N:16]=2)=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 692633,4-Diaminobenzoic acid

HCID 108223344-benzoylbenzaldehyde

HCID 178524156HCID 178524156, compound

Product 1

HCID 178513579HCID 178513579, compound

Procedure

2-(4-Benzoyl-phenyl)-1H-benzoimidazole-5-carboxylic acid. This compound was prepared as described in Example 1 using 4-benzoyl-benzaldehyde (100 mg, 0.47 mmol) and 3,4-diamino-benzoic acid (72 mg, 0.47 mmol) in Step C. The title compound was obtained as a tan solid (135 mg, 85%). MS (ESI): mass calculated for C21H14N2O3, 342.1; m/z found, 342.9 [M+H]+. HPLC (Method A): Rt=7.17.

Workup

customThis compound was prepared

Sources & evidence

ORD record: ord-ffb5215ffac24e9eb0b3fbd824404a90
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687639B2

Reaction notes

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