Phthalic Anhydride → 2-(Dimethylamino)isoindoline-1,3-dione

HRID 44433

反応式

HRID 44433 の反応式
[C:1]1(=O)[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.Cl.Cl.[CH3:14][N:15]([CH3:17])[NH2:16].C(N(CC)C1C=CC=CC=1)C>C1(C)C=CC=CC=1>[CH3:14][N:15]([CH3:17])[N:16]1[C:4](=[O:5])[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:1]1=[O:6]

参加物

5

反応物 3

HCID 6811Phthalic AnhydrideHCID 7061N,N-DiethylanilineHCID 30169721,1-Dimethylhydrazine dihydrochloride

生成物 1

HCID 2489762-(Dimethylamino)isoindoline-1,3-dione収率 85%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To the suspension of phthalic anhydride (62.5 mmol) in toluene (500 ml), N,N-dimethyl hydrazine dihydrochloride (50 mmol) and diethyl-phenyl-amine (90 mmol) were added. The reaction mixture was refluxed for 18 hours while removing the formed water via a Dean-Stark trap. Then, toluene was evaporated under reduced pressure and the resulting crude was purified on silica gel chromatography with (1:5) EtOAc:dichloromethane, to give the desired product in 85% yield.

後処理

  1. additionwere added
  2. temperatureThe reaction mixture was refluxed for 18 hours
  3. customwhile removing the formed water via a Dean-Stark trap
  4. customThen, toluene was evaporated under reduced pressure
  5. customthe resulting crude was purified on silica gel chromatography with (1:5) EtOAc

出典と根拠

ORDレコード
ord-9556816542c64a74867182946ad62c50
出典データセット
uspto-grants-2013_09
特許番号
US08541428B2

関連ノート

読み込み中…