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

HRID 235544ノート

反応式

HRID 235544 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 54264203Ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarbothioate収率 68%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-dee11677e8964c7e80c2ea1e9ffffb9f
出典データセット
uspto-grants-1987_02
特許番号
US04640702

反応ノート

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