3,3'-Diaminobenzidine → 4,4'-(1H,3'H-[5,5'-bibenzo[d]imidazole]-2,2'-diyl)bis(N-(4-(dimethylamino)phenyl)benzamide)

HRID 2284163Notes

Reaction equation

HRID 2284163 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[C:11]([NH2:16])[CH:10]=2)[CH:5]=[CH:6][C:7]=1[NH2:8].[CH3:17][N:18]([CH3:36])[C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:26]([C:28]2[CH:35]=[CH:34][C:31]([CH:32]=O)=[CH:30][CH:29]=2)=[O:27])=[CH:21][CH:20]=1>>[NH:8]1[C:7]2[CH:6]=[CH:5][C:4]([C:9]3[CH:15]=[CH:14][C:12]4[N:13]=[C:32]([C:31]5[CH:34]=[CH:35][C:28]([C:26]([NH:25][C:22]6[CH:23]=[CH:24][C:19]([N:18]([CH3:36])[CH3:17])=[CH:20][CH:21]=6)=[O:27])=[CH:29][CH:30]=5)[NH:16][C:11]=4[CH:10]=3)=[CH:3][C:2]=2[N:1]=[C:32]1[C:31]1[CH:30]=[CH:29][C:28]([C:26]([NH:25][C:22]2[CH:23]=[CH:24][C:19]([N:18]([CH3:17])[CH3:36])=[CH:20][CH:21]=2)=[O:27])=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 70713,3'-DiaminobenzidineHCID 866739544-(4-Dimethylaminophenyl)aminocarbonylbenzaldehyde

Product 1

HCID 1363523284,4'-(1H,3'H-[5,5'-bibenzo[d]imidazole]-2,2'-diyl)bis(N-(4-(dimethylamino)phenyl)benzamide)

Procedure

Compound 267 was prepared according to the procedure similar to that described in Scheme III from 3,3′-diaminobenzidine and 4-(4-dimethylaminophenyl)aminocarbonylbenzaldehyde. [M+H]+ calcd for C44H38N8O2: 711.31; found: 711.38.

Sources & evidence

ORD record
ord-e5bad9c0d7224a6e839b6e4ee3981092
Source dataset
uspto-grants-2015_09
Patent number
US09144557B2

Reaction notes

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