Dabco → 2-Trifluoromethylvinyl 4-aminophenyl sulfone

HRID 267594노트

반응식

HRID 267594 반응식
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](I)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=O)C.[F:15][C:16]([F:20])([F:19])[CH:17]=[CH2:18].C(OP(Cl)(=O)[O-])C.N12CCN(CC1)CC2>CC(C)=O>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([S:11]([CH:18]=[CH:17][C:16]([F:20])([F:19])[F:15])(=[O:12])=[O:13])=[CH:9][CH:10]=1

참가 물질

6

반응물 4

HCID 9237DabcoHCID 126723,3,3-TrifluoropropeneHCID 215551994-Acetamidobenzenesulfonyl iodideHCID 86592542Ethyl chlorophosphate

생성물 1

HCID 537126712-Trifluoromethylvinyl 4-aminophenyl sulfone

시약·촉매·용매 1

HCID 180Acetone용매4회

실험 절차

2-trifluoromethylvinyl 4-aminophenyl sulfone is prepared by the addition of 4-acetamidobenzenesulfonyl iodide to 1,1,1-trifluoropropene followed by dehydrohalogenation and removal of the N-acetyl protective group by hydrolysis in a hydrochloric acid-ethanol mixture. The product is dissolved in acetone (25.1 g or 0.1 mol), an acetone solution of 0.1 mol (17.3 g) of ethylphosphorochloridate in acetone added, followed by 11.2 g of 1,4-diazabicyclo[2.2.2]octane in 10% acetone solution. The reaction mixture is stirred for one hour at room temperature, filtered, most of the acetone evaporated, and the residue is mixed with chloroform, washed and worked up. There is thus obtained 4-diethoxyphosphoramidophenyl 2-trifluoromethylvinyl sulfone: ##SPC59##

후처리

  1. customfollowed by dehydrohalogenation and removal of the N-acetyl protective group by hydrolysis in a hydrochloric acid-ethanol mixture
  2. filtrationfiltered, most of the acetone
  3. customevaporated
  4. additionthe residue is mixed with chloroform
  5. washwashed

출처 및 근거

ORD 기록
ord-a5433ac917ed4d9a80f1c4a6191edc52
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03943154

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