Triethylamine → 4,5-bis(4-methoxyphenyl)-2-(N,N-dimethylcarbamoyl)thiazole

HRID 1587404노트

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HRID 1587404 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([C:22]([O:24]CC)=O)[S:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1.Cl.[CH3:28][NH:29][CH3:30].C(N(CC)CC)C>C(O)C.C(OCC)(=O)C.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([C:22](=[O:24])[N:29]([CH3:30])[CH3:28])[S:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 10429180Ethyl 4,5-bis(4-methoxyphenyl)thiazole-2-carboxylate

생성물 1

HCID 100219534,5-bis(4-methoxyphenyl)-2-(N,N-dimethylcarbamoyl)thiazole수율 24.1%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

A mixture of 4,5-bis(4-methoxyphenyl)-2-ethoxycarbonylthiazole (1.50 g), dimethylamine hydrochloride (6.62 g) and triethylamine (11.32 ml) in ethanol (15 ml) was heated at 100° C. for 85 hours in a sealed tube. After allowing to cool to ambient temperature, the mixture was dissolved in ethyl acetate and water. The separated organic layer was washed with water and brine, dried over magnesium sulfate and treated with activated charcoal. After filtration, the filtrate was evaporated in vacuo. The residue was subjected to column chromatography on silica gel (75 g) and eluted with chloroform. The fractions containing the object compound were combined and evaporated in vacuo, to give a oily compound of 4,5-bis(4-methoxyphenyl)-2-(N,N-dimethylcarbamoyl)thiazole (0.36 g).

후처리

  1. temperatureto cool to ambient temperature
  2. washThe separated organic layer was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. additiontreated with activated charcoal
  5. filtrationAfter filtration
  6. customthe filtrate was evaporated in vacuo
  7. washeluted with chloroform
  8. additionThe fractions containing the object compound
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-d6e16e8a19354fecaace097e91374bd9
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05217971

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