O-(2,4-Dichlorobenzyl)hydroxylamine → O-(2,4-dichlorobenzyl)-2-(4,6-dimethoxy-2-pyrimidinyloxy)benzaldoxime

HRID 704295Notes

Reaction equation

HRID 704295 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=2[CH:14]=O)[N:4]=1.[Cl:20][C:21]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:22]=1[CH2:23][O:24][NH2:25]>CO>[Cl:20][C:21]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:22]=1[CH2:23][O:24][N:25]=[CH:14][C:13]1[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=1[O:11][C:5]1[N:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[N:6]=1

Participants

4

Reactant 2

HCID 468125O-(2,4-Dichlorobenzyl)hydroxylamineHCID 820623Benzaldehyde, 2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]-

Product 1

HCID 54092511O-(2,4-dichlorobenzyl)-2-(4,6-dimethoxy-2-pyrimidinyloxy)benzaldoximeYield 94.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.2 g of 2-(4,6-dimethoxy-2-pyrimidinyloxy)benzaldehyde and 3.8 g of 2,4-dichlorobenzyloxyamine were dissolved in 100 ml of methanol and the solution was stirred at room temperature for 2 hours. After the methanol was distilled out under reduced pressure, the resulting residue was recrystallized from isopropyl ether to obtain 8.1 g of O-(2,4-dichlorobenzyl)-2-(4,6-dimethoxy-2-pyrimidinyloxy)benzaldoxime.

Workup

  1. distillationAfter the methanol was distilled out under reduced pressure
  2. customthe resulting residue was recrystallized from isopropyl ether

Sources & evidence

ORD record
ord-47f985fb80994cc886354fa4071a6b18
Source dataset
uspto-grants-1991_01
Patent number
US04986846

Reaction notes

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