N-(3-(2-Pyridyl)phenyl)-4-iodo-2-nitroaniline → 1-(3-(2-Pyridyl)phenyl)-5-iodobenzimidazole

HRID 581945Notes

Reaction equation

HRID 581945 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[C:9]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([I:20])=[CH:16][C:15]=2[NH2:21])[CH:10]=[CH:11][CH:12]=1.N1C=CC=C[C:23]=1C1C=C(NC2C=CC(I)=CC=2[N+]([O-])=O)C=CC=1>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[C:9]([N:13]2[C:14]3[CH:19]=[CH:18][C:17]([I:20])=[CH:16][C:15]=3[N:21]=[CH:23]2)[CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 53888257N-(3-(2-Pyridyl)phenyl)-4-iodo-2-nitroanilineHCID 53992546N-(3-(2-Pyridyl)phenyl)-2-amino-4-iodoaniline

Product 1

HCID 541141501-(3-(2-Pyridyl)phenyl)-5-iodobenzimidazoleYield 53%

Procedure

1-(3-(2-Pyridyl)phenyl)-5-iodobenzimidazole (11f) was prepared analogously from 10f (Example 13). Yield: 53% (from 6f). Mp 157-158° C.

Sources & evidence

ORD record
ord-5bbc5e3042104ba993a03152c69ee144
Source dataset
uspto-grants-1999_07
Patent number
US05922724

Reaction notes

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