Water → 1-Acetoxy-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-ethane

HRID 1702765Notes

Reaction equation

HRID 1702765 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].[Cl:6][C:7]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:8]=1[CH:14](O)[CH2:15][N:16]1[CH:20]=[N:19][CH:18]=[N:17]1.O>C(OC(=O)C)(=O)C>[C:1]([O:4][CH:14]([C:8]1[CH:9]=[CH:10][C:11]([Cl:13])=[CH:12][C:7]=1[Cl:6])[CH2:15][N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 517045Sodium AcetateHCID 66285758905-18-3

Product 1

HCID 205251601-Acetoxy-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-ethaneYield 43%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A pinch of sodium acetate was added to 25.8 g (0.1 mol) of 1-(2,4-dichlorophenyl)-1-hydroxy-2-(1,2,4-triazol-1-yl)-ethane in 100 ml of acetic anhydride and the mixture was then kept for 10 hours at a temperature of 100° C. Thereafter the solution was cooled and stirred into 1,000 ml of water. A smeary, crystalline mass precipitated, which was taken up in chloroform. The chloroform solution was washed with sodium bicarbonate and water, dried over sodium sulphate and concentrated by distilling off the solvent in vacuo. The residue crystallized on adding petroleum ether. 13 g (43% of theory) of 1-acetoxy-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-ethane of melting point 92°-96° C. were obtained.

Workup

  1. temperatureThereafter the solution was cooled
  2. customA smeary, crystalline mass precipitated
  3. washThe chloroform solution was washed with sodium bicarbonate and water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. distillationby distilling off the solvent in vacuo
  7. customThe residue crystallized
  8. additionon adding petroleum ether

Sources & evidence

ORD record
ord-66cab67954b64cff9c26dd71340fa034
Source dataset
uspto-grants-1982_09
Patent number
US04349556

Reaction notes

Loading…