Acetic Acid → HCID 53951371, compound

HRID 638604Notes

Reaction equation

HRID 638604 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]([N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[C:10]2[C:14]([CH3:16])([CH3:15])[CH2:13][CH2:12][O:11]2)=[CH:4][CH:3]=1.OO.[OH2:24].C(O)(=[O:27])C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:9]([N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[C:10]2[C:14]([CH3:16])([CH3:15])[CH2:13][CH2:12][O:11]2)(=[O:27])=[O:24])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 54480835HCID 54480835, compound

Product 1

HCID 53951371HCID 53951371, compoundYield 49%

Procedure

20 g (0.062 mole) of (4-chlorophenylthio)-(imidazol-1-yl)-(3,3-dimethyl-tetrahydrofuran-2-ylidene)-methane (Example I-1) and 28 g (0.25 mole) of 30% strength hydrogen peroxide in 200 ml of glacial acetic acid are stirred at 50° C. for 20 hours. The reaction mixture is then poured into 1.5 liter of water and extracted with methylene chloride. The organic phase is dried over sodium sulphate and concentrated. 10.7 g (49% of theory) of (4-chlorophenylsulphonyl)-(imidazol-1-yl)-(3,3-dimethyltetrahydrofuran-2-ylidene)-methane of melting point 192°-194° C. are obtained.

Workup

  1. customare stirred at 50° C. for 20 hours
  2. extractionextracted with methylene chloride
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c88cf3674bbf4d94ba71129f27b2453b
Source dataset
uspto-grants-1985_12
Patent number
US04562198

Reaction notes

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