Ethanethiol → Ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarbothioate

HRID 235544노트

반응식

HRID 235544 반응식
[Cl:1][C:2]1[S:3][C:4]([C:11](Cl)=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.C([SH:16])C.C(N([CH2:22][CH3:23])CC)C>CCOCC>[Cl:1][C:2]1[S:3][C:4]([C:11](=[S:16])[O:12][CH2:22][CH3:23])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1

참가 물질

5

반응물 3

HCID 6343EthanethiolHCID 8471TriethylamineHCID 132827442-Chloro-4-trifluoromethyl-5-thiazolecarbonyl chloride

생성물 1

HCID 54264203Ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarbothioate수율 68%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

5.95 g (25.7 mmol) of 2-chloro-4-trifluoromethyl-5-thiazolecarbonyl chloride in 50 ml of anhydrous ether was added dropwise at 0° C. to a mechanically stirred mixture of ethyl mercaptan (2.1 ml, 28.3 mmol) and triethylamine (3 g, 30 mmol) in 100 ml of anhydrous ether. The workup for this reaction was the same as Example 1 except that the crude pale yellow oil was distilled in a Kugelrohr at 80° C./0.55 mm to yield a colorless oil, 5.59 g. This oil was crystallized from petroleum ether at -72° C. to yield ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarbothioate as a white solid; 4.8 g (68% yield), mp 28°-32° C.

후처리

  1. distillationwas distilled in a Kugelrohr at 80° C./0.55 mm
  2. customto yield a colorless oil, 5.59 g
  3. customThis oil was crystallized from petroleum ether at -72° C.

출처 및 근거

ORD 기록
ord-dee11677e8964c7e80c2ea1e9ffffb9f
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640702

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