2,4-Dichloronitrobenzene → HCID 20240185, compound

HRID 364163Notes

Reaction equation

HRID 364163 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[K].O.[CH:14](=[O:22])[C:15]1[C:16](=[CH:18][CH:19]=[CH:20][CH:21]=1)[OH:17]>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([CH:7]=1)[O:17][C:16]1[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=1[CH:14]=[O:22]

Participants

4

Reactant 3

HCID 118992,4-DichloronitrobenzeneHCID 5462222PotassiumHCID 88686374HCID 88686374, compound

Product 1

HCID 20240185HCID 20240185, compound

Conditions

Temperature
170 °C

Procedure

The 2-(5-chloro-2-nitrophenoxy)benzaldehyde was prepared as follows: To 16.2 g of 2,4-dichloronitrobenzene stirred at 170° was added 7.1 g of the potassium salt of salicylaldehyde, monohydrate, in portions over 1.5 hours. The mixture was stirred at 170° C. for two hours, triturated with 150 ml of CH2Cl2 and filtered. The filtrate was evaporated to a red oil and the excess dichloronitrobenzene was removed by steam distillation to leave the product.

Workup

  1. customtriturated with 150 ml of CH2Cl2
  2. filtrationfiltered
  3. customThe filtrate was evaporated to a red oil
  4. customthe excess dichloronitrobenzene was removed by steam distillation
  5. customto leave the product

Sources & evidence

ORD record
ord-67da31c495f34d20a43bff2c6600b955
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

Loading…