Nitric Acid → 2,2,7-trifluoro-6-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one

HRID 403158노트

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HRID 403158 반응식
[F:1][C:2]1([F:14])[O:7][C:6]2[CH:8]=[C:9]([F:12])[CH:10]=[CH:11][C:5]=2[NH:4][C:3]1=[O:13].S(=O)(=O)(O)O.[N+:20]([O-])([OH:22])=[O:21]>O>[F:14][C:2]1([F:1])[O:7][C:6]2[CH:8]=[C:9]([F:12])[C:10]([N+:20]([O-:22])=[O:21])=[CH:11][C:5]=2[NH:4][C:3]1=[O:13]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 574754482,2,7-trifluoro-2H-benzo[b][1,4]oxazin-3(4H)-one

생성물 1

HCID 668358542,2,7-trifluoro-6-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one수율 83.8%

시약·촉매·용매 1

HCID 962Water용매

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온도
2.5 °C

실험 절차

2,2,7-trifluoro-2H-benzo[b][1,4]oxazin-3(4H)-one (2.5 g, 12.31 mmol) was dissolved in sulfuric acid (40 ml, 750 mmol). The reaction mixture was cooled to 0-5° C. Slowly nitric acid (1.761 ml, 39.7 mmol) was added dropwise and the temperature was maintained between 0-5° C. The reaction mixture was stirred for 30 min at this temperature. Then the reaction mixture was added dropwise to vigorously stirred cold water. A solid was formed, which was extracted with dichloromethane. The combined extracts were dried over Na2SO4, and concentrated to yield 2.56 g of the title compound as a brown solid. GC/MS m/e (M+)=248

후처리

  1. temperaturethe temperature was maintained between 0-5° C
  2. customA solid was formed
  3. extractionwhich was extracted with dichloromethane
  4. dry with materialThe combined extracts were dried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e3e6a6d0c8ee49d6862b5d2e57c16631
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748348B2

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