Morpholine → 3-Morpholin-4-yl-2-(morpholin-4-ylcarbonothioyl)acrylonitrile

HRID 1615507노트

반응식

HRID 1615507 반응식
[N:1]1([C:7](=[S:11])[CH2:8][C:9]#[N:10])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:12](OC(OCC)OCC)C.[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>>[N:22]1([CH:12]=[C:8]([C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[S:11])[C:9]#[N:10])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1

참가 물질

4

반응물 3

HCID 8083MorpholineHCID 31214Ethyl orthoformateHCID 451589413-Morpholin-4-yl-3-thioxopropanenitrile

생성물 1

HCID 852399573-Morpholin-4-yl-2-(morpholin-4-ylcarbonothioyl)acrylonitrile수율 83%

실험 절차

To a solution of 3-morpholin-4-yl-3-thioxopropanenitrile (0.1 g, 0.59 mmol) in triethylorthoformate (0.245 mL, 1.48 mmol) was added morpholine (0.064 mL, 0.73 mmol). The reaction mixture was subjected to microwave irradiation at 150° C. for 10 min. The reaction mixture was concentrated to small volume until the product precipitated. The precipitate was filtered off, washed with MeOH and hexane to give the title compound (0.13 g, 83%). LCMS: (AA) ES+ 268.2. 1H NMR (400 MHz, d6-DMSO) δ: 3.96 (m, 4H) and 3.67-3.78 (m, 12H).

후처리

  1. customirradiation at 150° C. for 10 min
  2. concentrationThe reaction mixture was concentrated to small volume until the product
  3. customprecipitated
  4. filtrationThe precipitate was filtered off
  5. washwashed with MeOH and hexane

출처 및 근거

ORD 기록
ord-4dbe7639ecbf46e18f8379dbeae699f0
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765746B2

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