Sodium Methoxide → 2-(N-ethylcarbamoylimino)-3-(3-trifluoromethylphenyl)-5-methylthiazoline

HRID 5314Notes

Reaction equation

HRID 5314 reaction equation
[CH2:1]([NH:3][C:4]([N:6]=[C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[CH2:10][C:9](=[CH2:22])[S:8]1)=[O:5])[CH3:2].C[O-].[Na+]>CO>[CH2:1]([NH:3][C:4]([N:6]=[C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:20])([F:21])[F:19])[CH:13]=2)[CH:10]=[C:9]([CH3:22])[S:8]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 538735212-(N-ethylcarbamoylimino)-3-(3-trifluoromethylphenyl)-5-methylenethiazolidine

Product 1

HCID 545429282-(N-ethylcarbamoylimino)-3-(3-trifluoromethylphenyl)-5-methylthiazolineYield 50%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-(N-ethylcarbamoylimino)-3-(3-trifluoromethylphenyl)-5-methylenethiazolidine (0.2 g) and sodium methoxide (28 % methanolic solution; 0.2 g) in methanol (30 ml) was refluxed for 10 hours. After removal of the solvent, the residue was extracted with chloroform (100 ml), washed with water and dried over anhydrous magnesium. The solvent was removed under reduced pressure, and the residue was subjected to column chromatography to give 0.1 g of 2-(N-ethylcarbamoylimino)-3-(3-trifluoromethylphenyl)-5-methylthiazoline (Compound No. 44).

Workup

  1. customAfter removal of the solvent
  2. extractionthe residue was extracted with chloroform (100 ml)
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c966fd28018643419cf0ed25971fd628
Source dataset
uspto-grants-1993_09
Patent number
US05244863

Reaction notes

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