2-Chloro-5-nitrobenzaldehyde → HCID 178509520, compound

HRID 1160171Notes

Reaction equation

HRID 1160171 reaction equation
NC1C=CC(C#N)=CC=1[N+]([O-])=O.[C:13]([C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[C:17]([NH2:22])[CH:16]=1)#[N:14].[Cl:23][C:24]1[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][C:25]=1[CH:26]=O>>[Cl:23][C:24]1[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][C:25]=1[C:26]1[NH:21][C:18]2[CH:19]=[CH:20][C:15]([C:13]#[N:14])=[CH:16][C:17]=2[N:22]=1

Participants

4

Reactant 3

HCID 729332-Chloro-5-nitrobenzaldehydeHCID 5959014-Amino-3-nitrobenzonitrileHCID 7372853,4-Diaminobenzonitrile

Product 1

HCID 178509520HCID 178509520, compound

Procedure

4-Amino-3-nitrobenzonitrile was reduced to 4-cyano-1,2-phenylenediamine as for compound 19. This was reacted with 2-chloro-5-nitrobenzaldehyde as described in route 1 step 4 to give 2-(2-chloro-5-nitro-phenyl)-1H-benzoimidazole-5-carbonitrile.

Sources & evidence

ORD record
ord-536f1ef9629848319cc0bb6635a8d503
Source dataset
uspto-grants-2010_10
Patent number
US07816369B2

Reaction notes

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