Dimethylformamide → 2(1H)-Quinoxalinone, 3,4-dihydro-

HRID 717764

反応式

HRID 717764 の反応式
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].C(N([CH2:14][CH3:15])CC)C.CN(C=[O:20])C>>[NH:7]1[C:2]2[C:1](=[CH:6][CH:5]=[CH:4][CH:3]=2)[NH:8][CH2:15][C:14]1=[O:20]

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 7243O-PhenylenediamineHCID 8471Triethylamine

生成物 1

HCID 1859492(1H)-Quinoxalinone, 3,4-dihydro-

反応条件

温度
80 °C

実験手順

To a solution of o-phenylenediamine (4 g, 37.03 mmol) in DMF (30 mL) was added triethylamine (10.3 mL, 74.06) followed by ethyl-2-bromo acetate (4.53 mL, 40.73 mmol). The reaction was stirred at RT for 16 h and at 80° C. for 3 h. The reaction was monitored by TLC. After completion of reaction, the DMF was removed under vacuum. Water (20 mL) was added to the reaction mixture, which was then extracted with EtOAc (300 mL). The organic layer was dried over sodium sulfate, concentrated under vacuum, and the product recrystallized with DCM/hexane in 1:1 ratio to obtain 2.2 g of desired compound.

後処理

  1. customAfter completion of reaction
  2. customthe DMF was removed under vacuum
  3. additionWater (20 mL) was added to the reaction mixture, which
  4. extractionwas then extracted with EtOAc (300 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated under vacuum
  7. customthe product recrystallized with DCM/hexane in 1:1 ratio

出典と根拠

ORDレコード
ord-6021c58e75c1457b949ae4f6c2098976
出典データセット
uspto-grants-2015_11
特許番号
US09193728B2

関連ノート

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