2-Nitrosotoluene → HCID 68119265, compound

HRID 972507Notes

Reaction equation

HRID 972507 reaction equation
[N:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH3:9])=[O:2].[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>O1CCCC1>[C:4]1([CH3:9])[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[N:1]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:2]1

Participants

4

Reactant 2

HCID 119092-NitrosotolueneHCID 65057Diphenylcyclopropenone

Product 1

HCID 68119265HCID 68119265, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.4 Parts of o-nitrosotoluene and 4.1 parts of diphenylcyclopropenone in 50 parts of tetrahydrofuran is heated at the reflux temperature for 48 hours. Solvent then is removed under reduced pressure and the residue is crystallized from cyclohexane. Recrystallization from ethanol gives, as red granules, 2-(o-tolyl)-3,4-diphenylisoxazolin-5-one, melting at about 142°-143° C. That compound is represented structurally by the following formula. ##STR6##

Workup

  1. customSolvent then is removed under reduced pressure
  2. customthe residue is crystallized from cyclohexane
  3. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-17b0bd276dd14c89a0d8ca1713a47631
Source dataset
uspto-grants-1977_10
Patent number
US04053481

Reaction notes

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