Water → HCID 15411025, compound

HRID 443035Notes

Reaction equation

HRID 443035 reaction equation
[CH3:1][N:2](S(C1C=CC(C)=CC=1)(=O)=O)[N:3]=[C:4](Cl)[C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:12].[Cl:24][C:25]1[CH:33]=[CH:32][C:28]([CH2:29][C:30]#[N:31])=[CH:27][CH:26]=1.[Cl-].[Al+3].[Cl-].[Cl-].O>ClC1C=CC=CC=1Cl>[Cl:24][C:25]1[CH:33]=[CH:32][C:28]([CH2:29][C:30]2[N:2]([CH3:1])[N:3]=[C:4]([C:5]3[C:6]([Cl:12])=[CH:7][CH:8]=[CH:9][C:10]=3[Cl:11])[N:31]=2)=[CH:27][CH:26]=1

Participants

6

Reactant 4

HCID 962WaterHCID 2415824-Chlorobenzyl cyanideHCID 6451240Aluminum(III) ChlorideHCID 53899866HCID 53899866, compound

Product 1

HCID 15411025HCID 15411025, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 1.0 g of N-methyl-N-(p-toluenesulfonyl)-2,6-dichlorobenzohydrazonoyl chloride in 10 ml of o-dichlorobenzene at room temperature, were added 0.46 g of p-chlorobenzyl cyanide and 0.41 g of anhydrous aluminum chloride. The reaction mixture was heated at 120° C. for 30 minutes. Aster cooling, the section mixture was poured into iced-water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to afford 0.7 g of 5-(4-chlorobenzyl)-3 (2,6-dichlorophenyl)-1-methyl-1H-1,2,4-triazole. m.p.112°-115° C.

Workup

  1. temperatureAster cooling
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2a2c5bae11dc4eec9914c97b310ba726
Source dataset
uspto-grants-1999_04
Patent number
US05892048

Reaction notes

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