Quinolinic Acid → Furo[3,4-b]pyridine-5,7-dione

HRID 1054202

반응식

HRID 1054202 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([OH:9])=O)[C:2]=1[C:10]([OH:12])=[O:11].C(OC(=O)C)(=O)C>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[C:7](=[O:9])[O:12][C:10](=[O:11])[C:2]=12

참가 물질

3

반응물 2

HCID 1066Quinolinic AcidHCID 7918Acetic Anhydride

생성물 1

HCID 69688Furo[3,4-b]pyridine-5,7-dione수율 86.7%

반응 조건

온도
115 °C

실험 절차

A mixture of pyridine-2,3-dicarboxylic acid (2 g, 12 mmol) and acetic anhydride was heated at 115° C. for 4 h. Excess reagent was removed under reduced pressure. The remaining solid was triturated with hot carbon tetrachloride. After cooling, the solid was collected by vacuum filtration and dried overnight under vacuum at 60° C. to give furo[3,4-b]pyridine-5,7-dione (1.55 g, 10.4 mmol). 1H NMR (400 MHz, DMSO-d6) δ 9.10 (dd, J=4.9, 1.5 Hz, 1H), 8.50 (dd, J=7.8, 1.5 Hz, 1H), 7.90 (dd, J=7.8, 4.9 Hz, 1H).

후처리

  1. customExcess reagent was removed under reduced pressure
  2. customThe remaining solid was triturated with hot carbon tetrachloride
  3. temperatureAfter cooling
  4. filtrationthe solid was collected by vacuum filtration
  5. customdried overnight under vacuum at 60° C.

출처 및 근거

ORD 기록
ord-81551d410b3d4519b770d25cab2af8ed
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394299B2

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