Malononitrile → HCID 69145744, compound

HRID 2218271Notes

Reaction equation

HRID 2218271 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][O:8][CH2:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=O)=[CH:5][CH:4]=1.[OH:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][C:28]=1[N+:29]([O-:31])=[O:30])[CH:24]=O.[C:32](#[N:36])[CH2:33][C:34]#[N:35].C([O-])(=O)C.[NH4+:41]>C1(C)C=CC=CC=1>[NH2:35][C:34]1[N:41]=[C:14]([C:15]2[CH:16]=[CH:17][CH:12]=[CH:10][C:9]=2[O:8][CH2:7][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:19][CH:18]=2)[CH:13]=[C:24]([C:23]2[CH:26]=[CH:27][C:28]([N+:29]([O-:31])=[O:30])=[C:21]([OH:20])[CH:22]=2)[C:33]=1[C:32]#[N:36]

Participants

6

Reactant 4

HCID 8010MalononitrileHCID 697123-Hydroxy-4-nitrobenzaldehydeHCID 517165Ammonium AcetateHCID 22258775HCID 22258775, compound

Product 1

HCID 69145744HCID 69145744, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2-[(4-methoxybenzyl)oxy]acetophenone, 3-hydroxy-4-nitrobenzaldehyde, malononitrile, ammonium acetate and toluene was stirred under reflux for 3 hrs. The usual work-up and column chromatography gave 2-amino-4-(3-hydroxy-4-nitrophenyl)-6-{2-[(4-methoxybenzyl)oxy]-phenyl}nicotinonitrile.

Workup

  1. temperatureunder reflux for 3 hrs

Sources & evidence

ORD record
ord-b7c7cdf459e8476cbf4b6d707c7a7cbd
Source dataset
uspto-grants-2008_08
Patent number
US07410986B2

Reaction notes

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