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Dimethyl Sulfoxide → 4'-(Ethylamino)-3',5'-dimethoxy-2-(methylsulfonyl)acetophenone

HRID 462553
ノート
印刷プレビュー

反応式

HRID 462553 の反応式
[CH3:1][S:2]([CH3:5])(=[O:4])=[O:3].[H-].[Na+].CS(C)=O.C[O:13][C:14](=O)[C:15]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([NH:23][CH2:24][CH3:25])=[C:17]([O:26][CH3:27])[CH:16]=1>O.C(O)(=O)C>[CH2:24]([NH:23][C:18]1[C:19]([O:21][CH3:22])=[CH:20][C:15]([C:14](=[O:13])[CH2:1][S:2]([CH3:5])(=[O:4])=[O:3])=[CH:16][C:17]=1[O:26][CH3:27])[CH3:25]
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

7

反応物 4

HCID 679Dimethyl SulfoxideHCID 6213Dimethyl SulfoneHCID 24758Sodium hydrideHCID 545569364-(Ethylamino)-3,5-dimethoxy-benzoic acid methyl ester

生成物 1

HCID 212809514'-(Ethylamino)-3',5'-dimethoxy-2-(methylsulfonyl)acetophenone

試薬・触媒・溶媒 2

HCID 176Acetic Acid
溶媒
HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

A suspension of 58.4 g. of dimethylsulfone and 21.1 g. of sodium hydride (50% dispersion in oil) in 200 ml. of absolute dimethylsulfoxide was stirred at 50° C. under an atmosphere of nitrogen and the exclusion of moisture for a period of 4 hours. Then, 42.6 g. of 4-(ethylamino)-3,5-dimethoxy-benzoic acid methyl ester were added. The resulting mixture was stirred at 80° C. for 10 minutes and subsequently dissolved in 1 liter of water. The solution was neutralized with glacial acetic acid. The precipitate was removed by filtration with suction, washed with water, dried and recrystallized from ethyl acetate, whereby there was obtained 4'-(ethylamino)-3',5'-dimethoxy-2-(methylsulfonyl)-acetophenone having a melting point of 129°-130° C.

後処理

  1. additionA suspension of 58.4 g
  2. customThe precipitate was removed by filtration with suction
  3. washwashed with water
  4. customdried
  5. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-73269eed6c1d4823b4b4b15f8caed92a
出典データセット
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04515948

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート