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Potassium Nitrate → 7-Amino-1-cyclohexyl-6-nitro-2,3(1H,4H)-quinoxalinedione

HRID 1458843
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HRID 1458843 반응식
C([NH:4][C:5]1[CH:14]=[C:13]2[C:8]([NH:9][C:10](=[O:22])[C:11](=[O:21])[N:12]2[CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:7][CH:6]=1)(=O)C.[N+:23]([O-])([O-:25])=[O:24].[K+]>S(=O)(=O)(O)O>[NH2:4][C:5]1[CH:14]=[C:13]2[C:8]([NH:9][C:10](=[O:22])[C:11](=[O:21])[N:12]2[CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:7][C:6]=1[N+:23]([O-:25])=[O:24]
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참가 물질

4

반응물 2

HCID 24434Potassium NitrateHCID 220971107-Acetamido-1-cyclohexyl-2,3(1H,4H)-quinoxalinedione

생성물 1

HCID 220970767-Amino-1-cyclohexyl-6-nitro-2,3(1H,4H)-quinoxalinedione수율 64.8%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
0 °C

실험 절차

20.6 g (68 mmol) of 7-acetamido-1-cyclohexyl-2,3(1H,4H)-quinoxalinedione were dissolved in 250 ml of concentrated sulfuric acid. Then, at 0°-5° C., 7.2 g (71 mmol) of potassium nitrate were added a little at a time. The mixture was then stirred at 0° C. for 30 min and at room temperature for 2 h and subsequently poured into 1.5 1 of ice-water and then heated on a water bath for 4 h. The resulting precipitate was filtered off with suction. The filtrate was adjusted to pH 6 with a little ammonia solution and was extracted with methylene chloride. The organic phase was dried and concentrated under reduced pressure. This residue and the first precipitate were combined to yield 13.4 g (64%) of the product. Melting point >260° C.

후처리

  1. temperatureheated on a water bath for 4 h
  2. filtrationThe resulting precipitate was filtered off with suction
  3. extractionwas extracted with methylene chloride
  4. customThe organic phase was dried
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-303a84675a604b12932c30b5771f7a0f
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05852017

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