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Hydrochloric Acid → 5-(4-Fluorobenzoyl)-4-methyl-1,3-thiazol-2(3H)-one

HRID 569785
ノート
印刷プレビュー

反応式

HRID 569785 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[CH3:15][C:16]1[NH:17][C:18](=[O:21])[S:19][CH:20]=1.Cl>ClCC(Cl)(Cl)Cl>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([C:20]2[S:19][C:18](=[O:21])[NH:17][C:16]=2[CH3:15])=[O:7])=[CH:4][CH:3]=1
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

6

反応物 4

HCID 313Hydrochloric AcidHCID 678794-Fluorobenzoyl chlorideHCID 2209364-Methyl-2,3-dihydro-1,3-thiazol-2-oneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 141522585-(4-Fluorobenzoyl)-4-methyl-1,3-thiazol-2(3H)-one収率 51.7%

試薬・触媒・溶媒 1

HCID 12418
1,1,1,2-Tetrachloroethane
溶媒

反応条件

温度
90 °C

実験手順

4-Fluorobenzoyl chloride (25.3 g, 0.16 mol) was added dropwise to a mixture of aluminum chloride (60 g, 0.45 mol) and 4-methyl-2(3H)-thiazolone (17.3 g, 0.15 mol) in tetrachloroethane (200 ml). After the addition was complete, the mixture was stirred for 5 hours at 90° C. After the mixture cooled to room temperature, 2N hydrochloric acid (200 ml) was added dropwise. The resulting precipitate was collected, washed with water and then with dichloromethane. The solid was then dissolved in ethanol and heated with charcoal. Subsequent recrystalization from ethanol gave the title compound (18.4 g), M.p. 209°-210° C.

後処理

  1. additionAfter the addition
  2. temperatureAfter the mixture cooled to room temperature
  3. customThe resulting precipitate was collected
  4. washwashed with water
  5. dissolutionThe solid was then dissolved in ethanol
  6. temperatureheated with charcoal
  7. customSubsequent recrystalization from ethanol

出典と根拠

ORDレコード
ord-489eaa690d3e4b8397fd46bb87d1adce
出典データセット
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04734422

反応ノート

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