Ethanol → 6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine

HRID 2256079

反応式

HRID 2256079 の反応式
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O[C:13](=[O:15])[CH3:14])(=O)C.[CH2:16]([OH:18])[CH3:17]>>[CH2:1]([N:8]1[C:13](=[O:15])[C:14]2[C:17](=[N:8][CH:1]=[CH:2][CH:3]=2)[C:16]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 702EthanolHCID 7504BenzylamineHCID 7918Acetic Anhydride

生成物 1

HCID 2895026-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine

反応条件

温度
180 °C

実験手順

To 100 g of 2,3-pyridinedicarboxylic acid was added dropwise 170 ml of acetic anhydride at room temperature, and the mixture was heated up to 110° C., and stirred for 4 hours. After completion of the reaction, the solvent was removed under reduced pressure. To a residue was added 200 ml of diethyI ether, and a precipitated crystal was collected by filtration and washed with diethyl ether (100 ml×4) to yield 86 g of an acid anhydride compound. To the product was added dropwise 76 ml of benzylamine while cooling with ice, and the mixture was stirred at 180° C. for 30 minutes. To the reaction mixture was added dropwise 170 ml of acetic anhydride while cooling with ice, followed by stirring at 110° C. for 2 hours. After completion of the reaction, the reaction mixture was allowed to cool, and 500 ml of ethanol was added thereto. The thus formed crystal was collected by filtration and washed with ethanol (100 ml×3) to yield 89.4 g of the titled compound.

後処理

  1. temperaturewhile cooling with ice
  2. temperaturewhile cooling with ice
  3. stirringby stirring at 110° C. for 2 hours
  4. customAfter completion of the reaction
  5. temperatureto cool
  6. filtrationThe thus formed crystal was collected by filtration
  7. washwashed with ethanol (100 ml×3)

出典と根拠

ORDレコード
ord-3de2991fa53d4da091552e36152d18d5
出典データセット
uspto-grants-1997_08
特許番号
US05654318

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