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

HRID 1587404ノート

反応式

HRID 1587404 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d6e16e8a19354fecaace097e91374bd9
出典データセット
uspto-grants-1993_06
特許番号
US05217971

反応ノート

読み込み中…