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Ethyl 2-chloroacetoacetate → Ethyl 4-Methyl-2-(3-methoxyphenyl)thiazole-5-carboxylate

HRID 642341
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HRID 642341 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH2:8])=[S:7].[CH2:12]([O:14][C:15](=[O:21])[CH:16](Cl)[C:17](=O)[CH3:18])[CH3:13]>C(O)C>[CH2:12]([O:14][C:15]([C:16]1[S:7][C:6]([C:5]2[CH:9]=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=2)=[N:8][C:17]=1[CH3:18])=[O:21])[CH3:13]
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참가 물질

4

반응물 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 20608383-Methoxybenzene-1-carbothioamide

생성물 1

HCID 50997800Ethyl 4-Methyl-2-(3-methoxyphenyl)thiazole-5-carboxylate수율 91.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 3-methoxy-thiobenzamide (1.99 g, 11.88 mmole) and 2-chloro-3-oxo-butyric acid ethyl ester (1.7 ml, 12.11 mmole) in ethanol (20 ml) was refluxed for 18 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 (3.02 g). MS: (+) m/z 277.93 (M+1).

후처리

  1. temperaturewas refluxed for 18 h before it
  2. concentrationconcentrated in vacuo
  3. customIt was partitioned between ethyl acetate and saturated sodium bicarbonate
  4. washthe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-dbb1f714676843f1a73e427c19a664e9
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07696223B2

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