N-Phenyl-o-phenylenediamine → 2-(3-Bromophenyl)-1-phenyl-1H-benzoimidazole

HRID 604239Notes

Reaction equation

HRID 604239 reaction equation
BrC1C=CC([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:11]3[CH:19]=[CH:20][CH:21]=[CH:22][C:10]=3[N:9]=2)=CC=1.C1(NC2C=CC=CC=2N)C=CC=CC=1.[Br:37][C:38]1[CH:45]=[CH:44][C:41](C=O)=[CH:40][CH:39]=1>>[Br:37][C:38]1[CH:39]=[C:40]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:11]3[CH:19]=[CH:20][CH:21]=[CH:22][C:10]=3[N:9]=2)[CH:41]=[CH:44][CH:45]=1

Participants

4

Reactant 3

HCID 68297N-Phenyl-o-phenylenediamineHCID 707414-BromobenzaldehydeHCID 230940702-(4-Bromophenyl)-1-phenyl-1H-benzo(d)imidazole

Product 1

HCID 230940652-(3-Bromophenyl)-1-phenyl-1H-benzoimidazole

Procedure

2-(3-Bromophenyl)-1-phenyl-1H-benzo[d]imidazole (m-BPBI) was prepared as the same procedure as 2-(4-bromophenyl)-1-phenyl-1H-benzo[d]imidazole from N-phenyl-o-phenylenediamine and 4-bromobenzaldehyde. The isolated yield of the compound was 85%. It has the same spectroscopic data as that as the bona fide compound.11

Sources & evidence

ORD record
ord-97ac8f320adc4c73b20b6977dc4bae6b
Source dataset
uspto-grants-2011_03
Patent number
US07910228B2

Reaction notes

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