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m-Toluidine → HCID 69128102、化合物

HRID 1918464
ノート
印刷プレビュー

反応式

HRID 1918464 の反応式
C1COCC1.[C:6]1([S:12][CH:13]=[CH:14][C:15](Cl)=[O:16])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:18][C:19]1[CH:20]=[C:21]([CH:23]=[CH:24][CH:25]=1)[NH2:22]>C(N(CC)CC)C>[CH3:18][C:19]1[CH:20]=[C:21]([NH:22][C:15](=[O:16])[CH:14]=[CH:13][S:12][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:23]=[CH:24][CH:25]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7934m-ToluidineHCID 8028Tetrahydrofuran2 回HCID 713526793-(Phenylsulfanyl)prop-2-enoyl chloride

生成物 1

HCID 69128102HCID 69128102、化合物収率 85%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

THF (45 ml) solution of 3-(phenylthio)acryloyl chloride (3.03 g) was added to THF (45 ml) solution of triethylamine (2.09 ml) under ice-cooling. 3-methylaniline (1.62 g) was added to the mixture under ice-cooling and stirred at room temperature for ten hours. The reaction solution was concentrated under reduced pressure. Ice cooled 1N hydrochloric acid (40 ml) and ethyl acetate (200 ml) were added to the residue and separated to two layer. The organic layer was washed with aqueous saturated sodium chloride solution (40 ml) twice, dried over anhydrous magnesium sulfate, filtered off inorganic salt and concentrated under reduced pressure to obtain N-(3-methylphenyl)-3-(phenylthio)acrylamide (3.46 g).

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. temperatureIce cooled 1N hydrochloric acid (40 ml) and ethyl acetate (200 ml)
  5. additionwere added to the residue
  6. customseparated to two layer
  7. washThe organic layer was washed with aqueous saturated sodium chloride solution (40 ml) twice
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltered off inorganic salt
  10. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-68593d0104dc4cf383f279e02dc52809
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08618329B2

反応ノート

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