Cinoxacin → HCID 86732789、化合物

HRID 525922ノート

反応式

HRID 525922 の反応式
[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]

参加物

4

反応物 2

HCID 2762CinoxacinHCID 24434Potassium Nitrate

生成物 1

HCID 86732789HCID 86732789、化合物収率 75.1%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
10 °C

実験手順

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

後処理

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

出典と根拠

ORDレコード
ord-c74ae039e9144f3ea0ea2c2c41c6675a
出典データセット
uspto-grants-2016_05
特許番号
US09340556B2

反応ノート

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