HCID 54268331, compound → HCID 13255879, compound

HRID 268212Notes

Reaction equation

HRID 268212 reaction equation
[C:1]([C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[N:16]=[N:17][CH:18]([NH:24][C:25](=O)[CH2:26][Cl:27])[C:19]([O:21][CH2:22][CH3:23])=[O:20])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>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:25]([CH2:26][Cl:27])=[N:24][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[N:17]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 54268331HCID 54268331, compound

Product 1

HCID 13255879HCID 13255879, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1.5 part of ethyl (2-benzoyl-4-chlorophenylazo)-chloroacetylaminoacetate in 30 volume parts of acetic acid is refluxed for 10 minutes, and then the acetic acid is distilled off under reduced pressure. The residue is neutralized with a saturated aqueous solution of sodium bicarbonate and, then, extracted with ethyl acetate. The ethyl acetate layer is washed with water and dried over sodium sulfate. After evaporation of the solvent, the residue is treated with n-hexane to obtain ethyl 1-(2-benzoyl-4-chlorophenyl)-5-chloromethyl-1H-1,2,4-triazole-3-carboxylate as crystals.

Workup

  1. distillationthe acetic acid is distilled off under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer is washed with water
  4. dry with materialdried over sodium sulfate
  5. customAfter evaporation of the solvent
  6. additionthe residue is treated with n-hexane

Sources & evidence

ORD record
ord-2a87342c49cd443d8bbcf80c92d7f779
Source dataset
uspto-grants-1976_03
Patent number
US03947417

Reaction notes

Loading…