Triethylamine → 2-Butoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazolidine

HRID 22040노트

반응식

HRID 22040 반응식
[NH:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[CH2:5][CH2:4][S:3]1.[C:17](Cl)(=[O:23])[O:18][CH2:19][CH2:20][CH2:21][CH3:22].C(N(CC)CC)C>O1CCCC1>[CH2:19]([O:18][C:17]([N:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:14])[F:15])[CH:8]=2)[CH2:5][CH2:4][S:3]1)=[O:23])[CH2:20][CH2:21][CH3:22]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 61140Butyl chloroformateHCID 224169782-Imino-3-(3-trifluoromethylphenyl)thiazolidine

생성물 1

HCID 542124932-Butoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazolidine수율 40.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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
  2. extractionthe residue was extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customAfter removal of the solvent

출처 및 근거

ORD 기록
ord-4655013adc7c40efa849fa31ccac77fb
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05426188

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