Dimethyl Sulfoxide → 1-(3-Cyanophenyl)piperazine

HRID 551290

반응식

HRID 551290 반응식
F[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.CS(C)=O>O>[C:5]([C:4]1[CH:3]=[C:2]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:9]=[CH:8][CH:7]=1)#[N:6]

참가 물질

5

반응물 3

HCID 679Dimethyl SulfoxideHCID 4837PiperazineHCID 678803-Fluorobenzonitrile

생성물 1

HCID 114809021-(3-Cyanophenyl)piperazine수율 143.1%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

A mixture of 3-fluorobenzonitrile (3.0 g, 25 mmol), piperazine (11.8 g, 137 mmol) and dimethylsulphoxide (20 ml) is heated at 100° C. for 48 hours under an atmosphere of nitrogen. The reaction mixture is then cooled, poured into water (200 ml) and the resultant precipitate collected. This solid is chromatographed on silica gel (dichloromethane) to give the title compound as a white solid (6.7 g). 1H NMR (DMSO, 500 MHz) δ7.15-7.40 (m, 4H), 3.28 (m, 3H), 3.12 (m, 1H), 2.80 (m, 1H), 2.59 (m, 3H).

후처리

  1. temperatureThe reaction mixture is then cooled
  2. customthe resultant precipitate collected
  3. customThis solid is chromatographed on silica gel (dichloromethane)

출처 및 근거

ORD 기록
ord-54a39dc3799e48f296756f3420669cff
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947684B2

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