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Triethylamine → N-(5-isopropyl-1,3-thiazol-2-yl)-butanamide

HRID 1822877
ノート
印刷プレビュー

反応式

HRID 1822877 の反応式
C(N(CC)CC)C.[C:8](Cl)(=[O:12])[CH2:9][CH2:10][CH3:11].[NH2:14][C:15]1[S:16][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:18][N:19]=1>ClCCl>[CH:20]([C:17]1[S:16][C:15]([NH:14][C:8](=[O:12])[CH2:9][CH2:10][CH3:11])=[N:19][CH:18]=1)([CH3:22])[CH3:21]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 104869545-(Propan-2-yl)-1,3-thiazol-2-amine

生成物 1

HCID 22170554N-(5-isopropyl-1,3-thiazol-2-yl)-butanamide収率 50.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-5 °C

実験手順

Triethylamine (0.97 ml; 6.34 mmol) and butanoyl chloride (0.52 ml; 5.07 mmol) were added in this order to a solution of 2-amino-5-isopropyl-1,3-thiazole (0.6 g; 4.23 mmol) in dichloromethane (8 ml), cooled to −5° C. The reaction mixture was stirred at −5° C. for 2 hours and then warmed to room temperature. After additional 4 hours, the organic layer was washed with water, saturated sodium bicarbonate, 1N hydrochloric acid, brine, dried over sodium sulfate and evaporated. The residue was recrystallized from cyclohexane to yield 0.45 g (50%) of the title compound as a colourless solid (m.p. 95–97° C.)

後処理

  1. temperaturewarmed to room temperature
  2. waitAfter additional 4 hours
  3. washthe organic layer was washed with water, saturated sodium bicarbonate, 1N hydrochloric acid, brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customThe residue was recrystallized from cyclohexane

出典と根拠

ORDレコード
ord-147b18c32f1741f389eb071fac135d61
出典データセット
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07037929B1

反応ノート

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