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Sodium Hydroxide → HCID 51352523, 화합물

HRID 1406687
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HRID 1406687 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12](C2C=CC=CC=2)=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[F:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[N:28]=[C:29]3[N:33]([C:34]=2[CH:35]=O)[CH:32]=[CH:31][S:30]3)=[CH:23][CH:22]=1.[OH-:37].[Na+]>C(O)C.C(OCC)(=O)C.CCCCCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11](=[O:37])/[CH:12]=[CH:35]/[C:34]2[N:33]3[C:29]([S:30][CH:31]=[CH:32]3)=[N:28][C:27]=2[C:24]2[CH:23]=[CH:22][C:21]([F:20])=[CH:26][CH:25]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

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HCID 14798Sodium HydroxideHCID 27591026-(4-Fluorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehydeHCID 123366833,4-Dimethoxy-2-phenylacetophenone

생성물 1

HCID 51352523HCID 51352523, 화합물수율 75%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 21226206
Ethyl acetate hexane
용매

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온도
27 °C

실험 절차

To a stirred solution 3,4-dimethoxyphenyl acetophenone (180 mg, 2.7 mmol) and a 6-(4-fluorophenyl)imidazo[2,1-b]thiazol-5-carbaldehyde (246 mg, 2.7 mmol) in ethanol (20 ml) 10% aqueous solution of NaOH was added (5 ml). The reaction mixture was stirred at room temperature 27° C. for 4 h and the reaction was monitored by TLC using ethyl acetate-hexane (3:7) as a solvent system. The solvent was evaporated under vacuum then the residue was dissolved in ethylacetate/water. The organic layer was washed with brine and evaporated. This was further purified by columnchromatography using ethyl acetate:hexane (2:8) as a solvent system to obtain the pure product (8e) as yellow solid (306 mg, 75% yield). Mp: 221-223° C.

후처리

  1. customThe solvent was evaporated under vacuum
  2. dissolutionthe residue was dissolved in ethylacetate/water
  3. washThe organic layer was washed with brine
  4. customevaporated
  5. customThis was further purified by columnchromatography

출처 및 근거

ORD 기록
ord-33fbfb6d55c44791a90a7d7f4e95cdfc
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08916711B2

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