Ethanol → 5,6,7-Trifluoro-1,4-dihydro-2,3-quinoxalinedione

HRID 1068590노트

반응식

HRID 1068590 반응식
[F:1][C:2]1[C:3]([NH2:11])=[C:4]([NH2:10])[CH:5]=[C:6]([F:9])[C:7]=1[F:8].[C:12](O)(=[O:16])[C:13](O)=[O:14].C(O)C>Cl>[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[C:4]2[C:3]=1[NH:11][C:12](=[O:16])[C:13](=[O:14])[NH:10]2

참가 물질

5

반응물 3

HCID 702EthanolHCID 971Oxalic AcidHCID 27739583,4,5-Trifluorobenzene-1,2-diamine

생성물 1

HCID 108463705,6,7-Trifluoro-1,4-dihydro-2,3-quinoxalinedione수율 36%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

To a brown solution of 3,4,5-trifluoro-1,2-phenylenediamine (285 mg, 1.75 mmol) in aqueous 2N HCl (10 mL) is added oxalic acid (221 mg, 1.75 mmol). The brown mixture is brought to reflux and stirred under N2 overnight. The mixture is filtered to yield 139 mg (37%) of crude title compound. An analytical sample is prepared by dissolving 42 mg of this brown powder in 2.5 mL boiling ethanol. Upon cooling, brown, rod-like, crystals are formed, which are filtered and dried in vacuo to yield 15 mg (36%) of pure title compound: 1H NMR (DMSO-d6), 6.91 (m, 1H), 12.02 (s, 1), 12.19 (s, 1H); analysis calculated for C8H3F3N2O2: C, 44.46; H, 1.40; N, 12.96. Found: C, 44.42; H, 1.16; N, 12.76.

후처리

  1. temperatureto reflux
  2. filtrationThe mixture is filtered
  3. customto yield 139 mg (37%) of crude title compound
  4. customAn analytical sample is prepared
  5. temperatureUpon cooling
  6. custombrown, rod-like, crystals are formed
  7. filtrationwhich are filtered
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-08d248aad30c4be483ce30fc9f502985
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06251903B1

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