Triethylamine → 2-Ethyl-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole

HRID 65030ノート

反応式

HRID 65030 の反応式
[C:1]([NH2:5])(=[S:4])[CH2:2][CH3:3].Br[CH:7]([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[C:8]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)=O.C(N(CC)CC)C>C(#N)C>[CH2:2]([C:1]1[S:4][C:7]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=2)[N:5]=1)[CH3:3]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 2760628PropanethioamideHCID 114633372-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone

生成物 1

HCID 135188862-Ethyl-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole収率 91%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

In 40 ml of acetonitrile was dissolved 493 mg of thiopropionic acid amide. In the solution was suspended 2.15 g of 2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone. To the suspension was added dropwise slowly 0.78 ml of triethylamine while stirring. The mixture was stirred for 3 hours at a refluxing temperature, then the solvent was evaporated off. To the residue was added a saturated aqueous solution of sodium hydrogen carbonate. The mixture was subjected to extraction with ethyl acetate. The extract was dried, then the solvent was evaporated off. The residue was recrystallised from ethyl acetate-isopropyl ether to yield 1.38 g (91%) of 2-ethyl-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole, m.p. 59°-60° C.

後処理

  1. stirringThe mixture was stirred for 3 hours at a refluxing temperature
  2. customthe solvent was evaporated off
  3. additionTo the residue was added a saturated aqueous solution of sodium hydrogen carbonate
  4. extractionThe mixture was subjected to extraction with ethyl acetate
  5. customThe extract was dried
  6. customthe solvent was evaporated off
  7. customThe residue was recrystallised from ethyl acetate-isopropyl ether

出典と根拠

ORDレコード
ord-9d3e44a81a0c491c88d9be5f26fc44e9
出典データセット
uspto-grants-1986_09
特許番号
US04612321

反応ノート

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