Ethyl 2-chloroacetoacetate → Ethyl 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylate

HRID 642297노트

반응식

HRID 642297 반응식
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[CH:4][CH:3]=1.[CH2:11]([O:13][C:14](=[O:20])[CH:15](Cl)[C:16](=O)[CH3:17])[CH3:12]>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[S:7][C:6]([C:5]2[CH:9]=[CH:10][C:2]([F:1])=[CH:3][CH:4]=2)=[N:8][C:16]=1[CH3:17])=[O:20])[CH3:12]

참가 물질

4

반응물 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 7372234-Fluorothiobenzamide

생성물 1

HCID 9079430Ethyl 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylate수율 93.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4-fluoro-thiobenzamide (1.25 g, 8.04 mmol) and 2-chloro-3-oxo-butyric acid ethyl ester (1.11 mL, 8.20 mmol) in ethanol (18 mL) was heated at refluxed for 16 h before it was cooled to room temperature and concentrated in vacuo. It was partitioned between ethyl acetate and saturated sodium bicarbonate, the organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a yellow solid (1.99 g): MS: (+) m/z 266.03 (M+1).

후처리

  1. temperaturewas heated
  2. temperatureat refluxed for 16 h before it
  3. concentrationconcentrated in vacuo
  4. customIt was partitioned between ethyl acetate and saturated sodium bicarbonate
  5. washthe organic layer was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-221ee62980014549bf9cc560bee8d286
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696223B2

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