Diphenylcyclopropenone → HCID 68119434, compound

HRID 972508Notes

Reaction equation

HRID 972508 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[O:9].[C:10]1([C:16]2[C:18](=[O:19])[C:17]=2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH:16]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:18](=[O:19])[O:9]1

Participants

4

Reactant 2

HCID 65057DiphenylcyclopropenoneHCID 15555585HCID 15555585, compound

Product 1

HCID 68119434HCID 68119434, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4.6 Parts of o-chloronitrosobenzene and 6.7 parts of diphenylcyclopropenone is refluxed in 60 parts of chloroform for 72 hours. The solvent is removed under reduced pressure and the residue remaining is triturated with ethyl ether. Recrystallization from ethyl acetate then affords as tan crystals, pure 2-(o-chlorophenyl)-3,4-diphenylisoxazolin-5-one, melting at about 178°-180°. That compound is represented structurally by the following formula. ##STR7##

Workup

  1. customThe solvent is removed under reduced pressure
  2. customthe residue remaining is triturated with ethyl ether
  3. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-01e7137ca1a74b7ca1948a3b9e81c10d
Source dataset
uspto-grants-1977_10
Patent number
US04053481

Reaction notes

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