Cinoxacin → HCID 86732789, 화합물

HRID 525922노트

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HRID 525922 반응식
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]3[O:15][CH2:14][O:13][C:10]=3[CH:11]=2)[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[N:4]1)[CH3:2].[N+:20]([O-])([O-:22])=[O:21].[K+]>S(=O)(=O)(O)O>[CH2:1]([N:3]1[C:12]2[C:7](=[C:8]([N+:20]([O-:22])=[O:21])[C:9]3[O:15][CH2:14][O:13][C:10]=3[CH:11]=2)[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[N:4]1)[CH3:2]

참가 물질

4

반응물 2

HCID 2762CinoxacinHCID 24434Potassium Nitrate

생성물 1

HCID 86732789HCID 86732789, 화합물수율 75.1%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
10 °C

실험 절차

To a solution of 1-ethyl-4-oxo-1,4-dihydro-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid (5 g, 19.07 mmol) in sulfuric acid (15 mL) cooled to 0° C. was added potassium nitrate (2.121 g, 20.97 mmol) in small portions to maintain temperature bellow 10° C. with ice water. The mixture was stirred at 10° C. for 1 h and at room temperature for 12 h, and was then poured into ice cold water (200 ml). The mixture was filtered, the solid was washed with water and ethanol to afford 1-ethyl-5-nitro-4-oxo-1,4-dihydro-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid (4.4 g, 14.32 mmol, 75% yield). LCMS: (M+H)+: 308.2

후처리

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with water and ethanol

출처 및 근거

ORD 기록
ord-c74ae039e9144f3ea0ea2c2c41c6675a
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340556B2

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