1,1-Dibromoethane → 2-Imino-3-(3-trifluoromethylphenyl)thiazolidine

HRID 5325

반응식

HRID 5325 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH2:12])=[S:11])[CH:6]=[CH:7][CH:8]=1.Br[CH:16](Br)[CH3:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[NH:12]=[C:10]1[N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:13])[F:14])[CH:4]=2)[CH2:17][CH2:16][S:11]1

참가 물질

5

반응물 3

HCID 112011,1-DibromoethaneHCID 11430Potassium CarbonateHCID 7358443-(Trifluoromethyl)phenylthiourea

생성물 1

HCID 224169782-Imino-3-(3-trifluoromethylphenyl)thiazolidine수율 110%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of N-(3-trifluoromethylphenyl)thiourea (6.1 g), dibromoethane (5.7 g) and anhydrous potassium carbonate (11.5 g) in acetone (60 ml) was refluxed for 1 day. The solvent was removed by distillation therefrom, and the residue was extracted with ethyl ether, washed with water, dried over anhydrous magnesium sulfate and subjected to column chromatography to give 7.5 g of 2-imino-3-(3-trifluoromethylphenyl)thiazolidine. The thus obtained 2-imino-3-(3-trifluoromethylphenyl)thiazolidine (1.0 g), n-butyl chlorocarbonate (0.61 g) and triethylamine (1.2 g) were dissolved in tetrahydrofuran, and the resultant solution was stirred at room temperature for 5 hours. The solvent was removed, and the residue was extracted with ethyl acetate, washed with water and dried over anhydrous magnesium sulfate. After removal of the solvent, the residue was subjected to column chromatography to give 0.57 g of 2-butoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazolidine.

후처리

  1. customThe solvent was removed by distillation
  2. extractionthe residue was extracted with ethyl ether
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate

출처 및 근거

ORD 기록
ord-7abe0b247b3646b18c986acb76de854f
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244863

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