Piperazine, hexahydrate → N-Demethyl Norfloxacin Hydrochloride

HRID 544229ノート

反応式

HRID 544229 の反応式
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[C:9]([Cl:12])[CH:10]=2)[C:5](=[O:14])[C:4]([C:15]([OH:17])=[O:16])=[CH:3]1.O.O.O.O.O.O.[NH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>>[ClH:12].[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[C:9]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)[CH:10]=2)[C:5](=[O:14])[C:4]([C:15]([OH:17])=[O:16])=[CH:3]1

参加物

3

反応物 2

HCID 120181Piperazine, hexahydrateHCID 127338791-Desmethyl-7-depyrazine-7-chloro Norfloxacin

生成物 1

HCID 12733902N-Demethyl Norfloxacin Hydrochloride収率 40%

実験手順

A mixture of 1-methyl-6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 0.85 g (3.3 millimole) and piperazine hexahydrate 10 g (50 millimole) was heated in a sealed tube at 125°-135° C. (inner temperature) for 22 hours. After cooling, the reaction mixture was evaporated under vacuum. The residue was acidified with acetic acid and the insoluble matters were removed by filtration. The filtrate was neutralized with an aqueous solution of caustic soda. The precipitated crystals were collected by filtration, washed with water and dried. The crystals were dissolved in hot diluted hydrochloric acid, reprecipitated with the addition of ethanol, collected by filtration and dried. Recrystallizing the crystals from a mixed solution of water and ethanol, 0.45 g (40%) of 1-methyl-6-fluoro-7-(1-piperazinyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride was obtained. Colorless powders.

後処理

  1. temperaturewas heated in a sealed tube at 125°-135° C. (inner temperature) for 22 hours
  2. temperatureAfter cooling
  3. customthe reaction mixture was evaporated under vacuum
  4. customthe insoluble matters were removed by filtration
  5. filtrationThe precipitated crystals were collected by filtration
  6. washwashed with water
  7. customdried
  8. dissolutionThe crystals were dissolved in hot diluted hydrochloric acid
  9. customreprecipitated with the addition of ethanol
  10. filtrationcollected by filtration
  11. customdried
  12. customRecrystallizing the crystals from a mixed solution of water and ethanol

出典と根拠

ORDレコード
ord-1021ab257267405988074038fd4150dc
出典データセット
uspto-grants-1984_05
特許番号
US04448962

反応ノート

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