4-(Dimethylamino)Benzaldehyde → 4-(dimethylamino)-N-(2-(4-(dimethylamino)phenyl)-1H-benzo[d]imidazol-5-yl)benzamide

HRID 2284121Notes

Reaction equation

HRID 2284121 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][C:21]=1[N+:22]([O-])=O)[NH:7][C:8](=[O:18])[C:9]1[CH:14]=[CH:13][C:12]([N:15]([CH3:17])[CH3:16])=[CH:11][CH:10]=1)([O-])=O.[CH3:25][N:26]([CH3:35])[C:27]1[CH:34]=[CH:33][C:30]([CH:31]=O)=[CH:29][CH:28]=1>>[CH3:16][N:15]([CH3:17])[C:12]1[CH:13]=[CH:14][C:9]([C:8]([NH:7][C:6]2[CH:19]=[CH:20][C:21]3[NH:22][C:31]([C:30]4[CH:33]=[CH:34][C:27]([N:26]([CH3:35])[CH3:25])=[CH:28][CH:29]=4)=[N:1][C:4]=3[CH:5]=2)=[O:18])=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 86673952HCID 86673952, compound

Product 1

HCID 1784828134-(dimethylamino)-N-(2-(4-(dimethylamino)phenyl)-1H-benzo[d]imidazol-5-yl)benzamide

Procedure

Compound 206 was prepared according to the procedure similar to that described in Scheme III from 3,4-dinitro-N-(4-dimethylaminobenzoyl)aniline and 4-dimethylaminobenzaldehyde. 1H NMR (300 MHz, DMSO-d6) δ 10.20 (s, 1H), 8.39 (s, 1H), 8.11 (d, J=8 Hz, 2H), 7.90 (d, J=9 Hz, 2H), 7.81 (d, J=9 Hz, 2H), 7.68 (d, J=9 Hz, 2H), 6.95 (d, J=9 Hz, 2H), 6.78 (d, J=9 Hz, 2H), 3.07 (s, 6H), 2.99 (s, 6H).

Sources & evidence

ORD record
ord-b88550e136ae4977a68c6863046f6976
Source dataset
uspto-grants-2015_09
Patent number
US09144557B2

Reaction notes

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