Diethyl Oxalate → 1,4-Dihydrobenzo[g]quinoxaline-2,3-dione

HRID 1186452

반응식

HRID 1186452 반응식
[C:1]([O:8]CC)(=O)[C:2]([O:4]CC)=O.[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[C:13]([NH2:21])[C:12]=1[NH2:22]>FC(F)(F)S([O-])(=O)=O.[Yb+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.O>[NH:21]1[C:13]2[CH:14]=[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:20]3=[CH:11][C:12]=2[NH:22][C:1](=[O:8])[C:2]1=[O:4]

참가 물질

5

반응물 2

HCID 7268Diethyl OxalateHCID 698722,3-Diaminonaphthalene

생성물 1

HCID 108224091,4-Dihydrobenzo[g]quinoxaline-2,3-dione수율 104.7%

시약·촉매·용매 2

HCID 2733225Ytterbium triflate촉매HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

According to Step 1 of Reference Example 10-3, diethyl oxalate (3.4 mL, 25 mmol) and ytterbium trifluoromethanesulfonate (196 mg, 0.32 mmol) were added to naphthalene-2,3-diamine (1.0 g, 6.3 mmol) and the mixture was stirred at 80° C. for 2 hours. After water was added to the reaction mixture, the precipitate was washed with ethanol. Thus, benzo[g]quinoxaline-2,3(1H,4H)-dione (1.4 g, yield: 99%) was obtained.

후처리

  1. washthe precipitate was washed with ethanol

출처 및 근거

ORD 기록
ord-b3f629ad8d2c47a883a943755f96ca3f
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673908B2

연결된 노트

불러오는 중…