HCID 19608302, compound → HCID 15887438, compound

HRID 1602885Notes

Reaction equation

HRID 1602885 reaction equation
[CH2:1]([C:8]1[CH:29]=[CH:28][C:11]([CH2:12][C:13]2[C:18]([Cl:19])=[CH:17][C:16]([N:20]3[C:25](=[O:26])[NH:24][CH2:23][CH:22]=[N:21]3)=[CH:15][C:14]=2[Cl:27])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cr](Cl)([O-])(=O)=[O:31].[NH+]1C=CC=CC=1>ClCCl>[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]([CH2:12][C:13]2[C:14]([Cl:27])=[CH:15][C:16]([N:20]3[C:25](=[O:26])[NH:24][C:23](=[O:31])[CH:22]=[N:21]3)=[CH:17][C:18]=2[Cl:19])=[CH:28][CH:29]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 19608302HCID 19608302, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 15887438HCID 15887438, compoundYield 50.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 20 ml of dichloromethane was dissolved 438 mg of 2-[4-(4-benzylbenzyl)-3,5-dichlorophenyl]-4,5-dihydro-1,2,4-triazine-3(2H)-one followed by addition of 1.0 g of pyridinium chlorochromate, and the mixture was stirred at room temperature for 12 hours. After completion of the reaction, the reaction mixture was filtered to remove the insoluble substance. The filtrate was concentrated and purified by silica gel chromatography (ethyl acetate/hexane=2/1) to provide 230 mg of the title compound as colorless crystals.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. customto remove the insoluble substance
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel chromatography (ethyl acetate/hexane=2/1)

Sources & evidence

ORD record
ord-b8de71eff9e24b66af0bce91f75a7d10
Source dataset
uspto-grants-1999_11
Patent number
US05985875

Reaction notes

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