Potassium Nitrate → 6-Bromo-7-chloro-5-nitro-1,4-dihydro-2,3-quinoxalinedione

HRID 439537노트

반응식

HRID 439537 반응식
[Br:1][C:2]1[C:3]([N+:14]([O-:16])=[O:15])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[CH:6]=[N:5]2.[N+]([O-])([O-])=[O:18].[K+]>>[Br:1][C:2]1[C:3]([N+:14]([O-:16])=[O:15])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[C:6](=[O:18])[NH:5]2

참가 물질

3

반응물 2

HCID 24434Potassium NitrateHCID 211899856-Bromo-7-chloro-5-nitroquinoxaline-2(1H)-one

생성물 1

HCID 104037516-Bromo-7-chloro-5-nitro-1,4-dihydro-2,3-quinoxalinedione수율 50%

실험 절차

To a stirred solution of 6-bromo-7-chloro-5-nitroquinoxaline-2(1H)-one (0.025 g, 0.082 mmol) in conc. H2So4 (0.5 mL) was added KNO3 (0.011 g, 0.11 mmol) and the resulting dark red solution was stirred at r.t. for 65 h. The solution was then cooled in an ice-bath and diluted with ice to a total volume of 5.0 mL. The precipitated solid was filtered, washed with water (2.0 mL) and dried under vacuum to give 0.019 g (72%) of crude product. It was purified as follows. Crude product (0.016 g) was taken up in 1N NaOH (1.1 mL). The mixture was centrifuged and the supernatant liquid was acidified with conc. HCl to pH~2. The precipitated solid was filtered, washed with water (1.0 mL) and dried under vacuum to furnish 0.010 g (50%) of pure title compound as a cream colored powder; m.p. 338°-343° C. (decomposed); 1H NMR (DMSO-d6): 7.351 (s, 1H), 12.251 (s overlapped by a br s, 2H).

후처리

  1. temperatureThe solution was then cooled in an ice-bath
  2. additiondiluted with ice to a total volume of 5.0 mL
  3. filtrationThe precipitated solid was filtered
  4. washwashed with water (2.0 mL)
  5. customdried under vacuum
  6. customto give 0.019 g (72%) of crude product
  7. customIt was purified
  8. filtrationThe precipitated solid was filtered
  9. washwashed with water (1.0 mL)
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-325a3c93196346b2a4e8466fe1145eed
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05514680

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