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

HRID 1615507ノート

反応式

HRID 1615507 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4dbe7639ecbf46e18f8379dbeae699f0
出典データセット
uspto-grants-2014_07
特許番号
US08765746B2

反応ノート

読み込み中…