1-Chloro-4-(chloromethyl)benzene → HCID 14072292, compound

HRID 1165436Notes

Reaction equation

HRID 1165436 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([OH:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[Cl:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][O:15][C:11]2[CH:10]=[N:9][N:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[C:13](=[O:14])[CH:12]=2)=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 11430Potassium CarbonateHCID 547107792-(4-Chlorophenyl)-5-hydroxypyridazin-3(2H)-one

Product 1

HCID 14072292HCID 14072292, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 50 ml of N,N-dimethylformamide were dissolved 2.0 g (9.0 m mol) of 2-(4-chlorophenyl)-5-hydroxy-3(2H)-pyridazinone and 1.5 g (9.3 m mol) of p-chlorobenzyl chloride, and thereto was added 1.7 g of anhydrous potassium carbonate. The reaction mixture was heated under stirring on an oil bath at 100°-120° C. for one hour. Then, the procedure in Synthesis Example 13 were repeated to give 2.5 g of the intended compound.

Workup

  1. temperatureThe reaction mixture was heated
  2. customThen, the procedure in Synthesis Example 13

Sources & evidence

ORD record
ord-6c0a06bae05e47ccbd66c2973c156221
Source dataset
uspto-grants-1990_03
Patent number
US04910201

Reaction notes

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