Boron trifluoride etherate → 9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene dithioacetal

HRID 263910

반응식

HRID 263910 반응식
[N:1]1[C:2]2[C:14](=[O:15])[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:3]=2[NH:4][C:5](=O)[CH:6]=1.[CH2:16]([SH:19])[CH2:17][SH:18].B(F)(F)F.CCOCC>C1C=CC=CC=1>[CH2:16]1[S:19][C:5]2([NH:4][C:3]3[C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=4[C:14](=[O:15])[C:2]=3[N:1]=[CH:6]2)[S:18][CH2:17]1

참가 물질

5

반응물 3

HCID 8000Boron trifluoride etherateHCID 109021,2-EthanedithiolHCID 190359769H-Indeno[1,2-b]pyrazine-3,9(4H)-dione

생성물 1

HCID 867491109H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene dithioacetal수율 64%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A suspension of 9H-indeno[1,2-b]pyrazine-3,9(4H)-dione (0.50 g, 2.52 mmol) in benzene (10 ml), 1,2-ethanedithiol (0.63 ml, 7.56 mmol) and boron trifluoride etherate (0.31 ml, 2.52 mmol) was refluxed for 23 hours. The reaction mixture was cooled to room temperature, and the precipitate was filtered off and washed with benzene and water and dried. The crude material (0.64 g) was recrystallized twice from ethanol to give 0.44 g (64%) of the title compound. M.p. 284°-290° C. 1 -NMR (DMSO-d6, δ): 3.75-3.94 (m, 4H), 7.46-7.57 (m, 2H), 7.8 (m, 2H), 7.95 (s, 1H), 12.6 (s, 1H).

후처리

  1. temperaturewas refluxed for 23 hours
  2. filtrationthe precipitate was filtered off
  3. washwashed with benzene and water
  4. customdried
  5. customThe crude material (0.64 g) was recrystallized twice from ethanol

출처 및 근거

ORD 기록
ord-48c01f9bfca7409cb30856e8cf26f9a9
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646146

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