4-(4-Iodophenyl)benzonitrile → 4'-Mercaptobiphenyl-4-carbonitrile

HRID 2372979

반응식

HRID 2372979 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C[S-:17].[Na+]>CN(C)P(N(C)C)(N(C)C)=O>[SH:17][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 13930054-(4-Iodophenyl)benzonitrileHCID 4378561Sodium methanethiolate

생성물 1

HCID 147953354'-Mercaptobiphenyl-4-carbonitrile수율 106.6%

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

반응 조건

온도
100 °C

실험 절차

3.25 g (10.8.10-3 mol) of 4-(4-iodophenyl)benzonitrile are dissolved in 50 ml of hexamethylphosphoramide, and 3.05 g (43.4.10-3 mol) of sodium thiomethylate are then added to the solution. The reaction mixture is heated at 100° C. for 1.5 hours and then, after cooling, hydrolyzed in a 1N hydrochloric acid/ice mixture. The expected product is extracted with ethyl acetate. The resulting organic phase is washed with water until the pH of the washings is neutral, dried over magnesium sulfate and then evaporated under reduced pressure to give 2.4 g (quantitative yield) of a pale yellow solid.

후처리

  1. extractionThe expected product is extracted with ethyl acetate
  2. washThe resulting organic phase is washed with water until the pH of the washings
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-c5cbbeb9eeb74285b02b88afdb208f8d
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05101048

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