1H,3H-Thieno[3,4-c]furan-1,3-dione → 5-(2,6-dioxopiperidin-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione

HRID 38495

反応式

HRID 38495 の反応式
[C:1]1(=[O:10])[C:5]2=[CH:6][S:7][CH:8]=[C:4]2[C:3](=[O:9])O1.FC(F)(F)C(O)=O.[NH2:18][CH:19]1[CH2:24][CH2:23][C:22](=[O:25])[NH:21][C:20]1=[O:26]>C(O)(=O)C>[O:26]=[C:20]1[CH:19]([N:18]2[C:3](=[O:9])[C:4]3=[CH:8][S:7][CH:6]=[C:5]3[C:1]2=[O:10])[CH2:24][CH2:23][C:22](=[O:25])[NH:21]1

参加物

4

反応物 2

HCID 3156081H,3H-Thieno[3,4-c]furan-1,3-dioneHCID 53447112Trifluoroacetic acid--3-aminopiperidine-2,6-dione (1/1)

生成物 1

HCID 597652875-(2,6-dioxopiperidin-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione収率 122.6%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

1.54 g thieno(3,4-c)furan-1,3-dione and 1.42 g of 3-aminopiperidine-2,6-dione trifluoroacetic acid were dissolved in 15 mL of acetic acid. The reaction mixture was refluxed overnight, cooled, and evaporated to remove the solvent. The residue was dissolved in 20 mL anhydrous THF, and 2 g of CDI, and a catalytic quantity of DMAP were added. The reaction mixture was refluxed for 6 h until a large amount of white solid precipitated. The solid was cooled and filtered to yield 1.9 g of the title compound.

後処理

  1. temperatureThe reaction mixture was refluxed overnight
  2. temperaturecooled
  3. customevaporated
  4. customto remove the solvent
  5. dissolutionThe residue was dissolved in 20 mL anhydrous THF
  6. addition2 g of CDI, and a catalytic quantity of DMAP were added
  7. temperatureThe reaction mixture was refluxed for 6 h until a large amount of white solid
  8. customprecipitated
  9. temperatureThe solid was cooled
  10. filtrationfiltered

出典と根拠

ORDレコード
ord-f6cc675e3aab4f3eb74c0fa0a7635bb2
出典データセット
uspto-grants-2013_09
特許番号
US08524742B2

関連ノート

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