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Propanedioyl dichloride → HCID 56603173、化合物

HRID 1852491
ノート
印刷プレビュー

反応式

HRID 1852491 の反応式
[NH2:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[NH:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[C:16]#[N:17].[C:21](Cl)(=[O:26])[CH2:22][C:23](Cl)=[O:24]>O1CCCC1>[C:16]([C:15]1[CH:14]=[C:13]([N:12]2[C:23](=[O:24])[CH2:22][C:21](=[O:26])[NH:1][C:2]3[C:11]4[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=4[CH:5]=[CH:4][C:3]2=3)[CH:20]=[CH:19][CH:18]=1)#[N:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 74269Propanedioyl dichlorideHCID 86689305HCID 86689305、化合物

生成物 1

HCID 56603173HCID 56603173、化合物収率 35.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To an anhydrous tetrahydrofuran (30 mL) solution of 3-(1-amino-5,6,7,8-tetrahydronaphthalen-2-ylamino)benzonitrile (747 mg, 2.84 mmol) was added an anhydrous tetrahydrofuran (5 mL) solution of malonyl chloride (276 μL, 2.84 mmol) under cooling in ice-bath. The mixture was stirred for 30 minutes under cooling in ice-bath, and for 2 hours at room temperature. To the mixture was added purified water. The mixture was extracted with ethyl acetate, washed with purified water, and dried over anhydrous sodium sulfate. The solvent was removed by evaporation under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=1/1) to give the titled compound as white powder (333 mg, yield 35%).

後処理

  1. temperatureunder cooling in ice-bath
  2. temperatureunder cooling in ice-bath
  3. waitfor 2 hours at room temperature
  4. additionTo the mixture was added
  5. custompurified water
  6. extractionThe mixture was extracted with ethyl acetate
  7. washwashed with purified water
  8. dry with materialdried over anhydrous sodium sulfate
  9. customThe solvent was removed by evaporation under reduced pressure
  10. customThe residue was purified by silica gel chromatography (hexane/ethyl acetate=1/1)

出典と根拠

ORDレコード
ord-e9ed83fe3f94478c9e02ec87179bb85a
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08962613B2

反応ノート

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