Methanol → HCID 12831724, compound

HRID 268213Notes

Reaction equation

HRID 268213 reaction equation
[C:1]([C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[N:16]1[C:20]([CH2:21][Cl:22])=[N:19][C:18]([C:23]([O:25]CC)=[O:24])=[N:17]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[OH-].[Na+]>C(O)(=O)C>[C:1]([C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[N:16]1[C:20]([CH2:21][Cl:22])=[N:19][C:18]([C:23]([OH:25])=[O:24])=[N:17]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 13255879HCID 13255879, compound

Product 1

HCID 12831724HCID 12831724, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 6.0 parts of ethyl 1-(2-benzoyl-4-chlorophenyl)-5-chloromethyl-1H-1,2,4-triazole-3-carboxylate in 70 volume parts of methanol is added 16.5 volume parts of 1N sodium hydroxide dropwise. The hydrolysis is completed after about 15 minutes. Then, acetic acid is added to the reaction mixture to make acidic and the solvent is distilled off under reduced pressure. To the residue is added water and the precipitate is collected by filtration. The procedure gives 1-(2-benzoyl-4-chlorophenyl)-5-chloromethyl-1H-1,2,4-triazole-3-carboxylic acid as crystals. Recrystallization from ether gives colorless prisms melting at 176°-177°C.

Workup

  1. distillationthe solvent is distilled off under reduced pressure
  2. additionTo the residue is added water
  3. filtrationthe precipitate is collected by filtration

Sources & evidence

ORD record
ord-33fc55b1facf46f48295c10d32cdb3b6
Source dataset
uspto-grants-1976_03
Patent number
US03947417

Reaction notes

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