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

HRID 542978
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HRID 542978 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid
용매
HCID 962Water용매

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온도
80 °C

실험 절차

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 actate, whereby there was obtained 4'-(ethylamino)-3',5'-dimethoxy-2-(methylsulfonyl)-acetophenone having a melting point of 129°-130° C.

후처리

  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 actate

출처 및 근거

ORD 기록
ord-8523a9eb74ff486a899fc38b97aa5043
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04659818

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