Methyl iodide → 1-Methyl-3,5-bis(2-chlorophenyl)-1,2,4-triazole

HRID 1648876Notes

Reaction equation

HRID 1648876 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[NH:10][N:9]=1.[CH3:20][O-].[Na+].CI>CO>[CH3:20][N:9]1[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[N:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])=[N:10]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 11000759Bekrxdrmajampz-uhfffaoysa-

Product 1

HCID 214636701-Methyl-3,5-bis(2-chlorophenyl)-1,2,4-triazoleYield 25.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product of stage (b) (3.0 g) and sodium methoxide (0.57 g) were dissolved in methanol (75 ml) and treated with methyl iodide (1.3 g). After standing for 3 days the solution was evaporated to dryness, treated with water and extracted into dichloromethane. The extract was washed with water and dried. Evaporation yielded 0.8 g of a solid, mp 82°-85° C., which was recrystallised twice from petroleum ether (80°-100°).

Workup

  1. customthe solution was evaporated to dryness
  2. additiontreated with water
  3. extractionextracted into dichloromethane
  4. washThe extract was washed with water
  5. customdried
  6. customEvaporation

Sources & evidence

ORD record
ord-aa61070fe3ab4c26ab4ebc84c59cb4f0
Source dataset
uspto-grants-1983_11
Patent number
US04414221

Reaction notes

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