HCID 20360439, compound → (5-Chloro-2-(3-(chloromethyl)-5-methyl-4H-1,2,4-triazol-4-yl)phenyl)(phenyl)methanone

HRID 2082693Notes

Reaction equation

HRID 2082693 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[N:6]([NH:13][C:14](=O)[CH2:15][Cl:16])[C:5]2([OH:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)=O>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([N:8]2[C:7]([CH3:12])=[N:6][N:13]=[C:14]2[CH2:15][Cl:16])=[C:4]([CH:3]=1)[C:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:24]

Participants

3

Reactant 1

HCID 20360439HCID 20360439, compound

Product 1

HCID 21488575(5-Chloro-2-(3-(chloromethyl)-5-methyl-4H-1,2,4-triazol-4-yl)phenyl)(phenyl)methanoneYield 86%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 33 parts of 6-chloro-3-chloroacetylamino-3,4-dihydro-4-hydroxy-2-methyl-4-phenylquinazoline in 500 volume parts of formic acid is refluxed for 2.5 hours, followed by subjecting to distillation to remove the excess formic acid. The resulting residue is neutralized with a saturated aqueous solution of sodium bicarbonate, and extracted with ethylacetate. The ethyl acetate layer is washed with water and dried over sodium sulfate, followed by distilling off the solvent. The resulting product is recovered by filtration and washed with ether and then dried, whereby 5-chloro-2-(3-chloromethyl-5-methyl-s-triazol-4-yl) benzophenone are obtained as crystals. Recrystallization from acetoneether gives colorless granules melting at 140° to 142° C. Yield: 86%.

Workup

  1. distillationby subjecting to distillation
  2. customto remove the excess formic acid
  3. extractionextracted with ethylacetate
  4. washThe ethyl acetate layer is washed with water
  5. dry with materialdried over sodium sulfate
  6. distillationby distilling off the solvent
  7. filtrationThe resulting product is recovered by filtration
  8. washwashed with ether
  9. customdried

Sources & evidence

ORD record
ord-0f91b915f57743ec9013c521f33fe033
Source dataset
uspto-grants-1978_04
Patent number
US04082764

Reaction notes

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