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Chlorosuccinimide → (4-chloro-5-methyl-1H-pyrazol-1-yl)acetic acid

HRID 710652
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인쇄 미리보기

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HRID 710652 반응식
[CH3:1][C:2]1[N:6]([CH2:7][C:8]([OH:10])=[O:9])[N:5]=[CH:4][CH:3]=1.C1C(=O)N([Cl:18])C(=O)C1>CC#N>[Cl:18][C:3]1[CH:4]=[N:5][N:6]([CH2:7][C:8]([OH:10])=[O:9])[C:2]=1[CH3:1]
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참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 7018400(5-methyl-1H-pyrazol-1-yl)acetic acid

생성물 1

HCID 7018402(4-chloro-5-methyl-1H-pyrazol-1-yl)acetic acid수율 100%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2-(5-methylpyrazol-1-yl)acetic acid (0.700 g, 5 mmol) and NCS (0.668 g, 5 mmol) in CH3CN (10 mL) was heated at 80° C. for 1.5 hrs. It was then cooled to rt, evaporated in vacuo, and purified by flash chromatography (SiO2, with a gradient elution of 0-20% MeOH/CH2Cl2) to afford 2-(4-chloro-5-methylpyrazol-1-yl)acetic acid (0.870 g, 100%).

후처리

  1. temperatureIt was then cooled to rt
  2. customevaporated in vacuo
  3. custompurified by flash chromatography (SiO2
  4. washwith a gradient elution of 0-20% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-ee7fde86b7ae4cdf8487ad0c7d4a9450
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181241B2

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