Dimethylformamide → 4-(bis(4-methoxyphenyl)amino)benzaldehyde

HRID 489868Notes

Reaction equation

HRID 489868 reaction equation
P(Cl)(Cl)(Cl)=O.[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:10][CH:9]=1.CN(C)[CH:31]=[O:32]>>[CH3:28][O:27][C:24]1[CH:23]=[CH:22][C:21]([N:14]([C:15]2[CH:20]=[CH:19][C:18]([CH:31]=[O:32])=[CH:17][CH:16]=2)[C:11]2[CH:12]=[CH:13][C:8]([O:7][CH3:6])=[CH:9][CH:10]=2)=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 6228Dimethylformamide2×HCID 24813Phosphorus oxychlorideHCID 105430434-Methoxy-N-(4-methoxyphenyl)-N-phenylaniline

Product 1

HCID 112560704-(bis(4-methoxyphenyl)amino)benzaldehyde

Conditions

Temperature
70 °C

Procedure

1.76 g (11.5 mmols) of phosphorus oxychloride was dropped in anhydrous dimethylformamide under agitation at room temperature, into which 25 ml of anhydrous dimethylformamide solution of 1.75 g of N,N-di(4-methoxyphenyl)aniline ((36)-2) was further dropped, following by raising the reaction temperature and agitating at 70° C. for 90 minutes.

Workup

  1. additionwas further dropped
  2. temperatureby raising the reaction temperature

Sources & evidence

ORD record
ord-0113a9b8d2ed478ca51dd2098ca5d575
Source dataset
uspto-grants-2005_12
Patent number
US06979746B2

Reaction notes

Loading…