Sodium Hydroxide → 8-Fluoro-1-methyl-4-oxo-1,4-dihydroquinol-3-yl methanesulphonate

HRID 358675노트

반응식

HRID 358675 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[F:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]([CH3:17])[CH:14]=[C:13]([OH:18])[C:12]2=[O:19].[OH-].[Na+]>O>[CH3:1][S:2]([O:18][C:13]1[C:12](=[O:19])[C:11]2[C:16](=[C:7]([F:6])[CH:8]=[CH:9][CH:10]=2)[N:15]([CH3:17])[CH:14]=1)(=[O:4])=[O:3]

참가 물질

5

반응물 3

HCID 14798Sodium Hydroxide3회HCID 31297Methanesulfonyl chloride2회HCID 231281098-Fluoro-3-hydroxy-1-methyl-4-quinolone

생성물 1

HCID 537406098-Fluoro-1-methyl-4-oxo-1,4-dihydroquinol-3-yl methanesulphonate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Methanesulphonyl chloride (1.1 g) d to a solution of 8-fluoro-3-hydroxy-1 -methyl-4-quinolone (1.83 g) and sodium hydroxide (0.6 g) in water (15 ml) and the resultant mixture stirred at 0 to 5° for 3 hours with the pH being adjusted to 9 after 20 minutes using aqueous sodium hydroxide (5M, 2 ml). Further methanesulphonyl chloride (1.1 g) was then added and the mixture stirred for 105 minutes whilst maintaining the pH at 9 by the addition of aqueous sodium hydroxide (5M, 2ml). The resultant solid was collected by filtration, washed with water (20 ml) and crystallised from industrial methylated spirit (100 ml) to give the novel compound 8-fluoro-1-methyl-4-oxo-1,4-dihydroquinol-3-yl methanesulphonate, m.p. 207°-209°.

후처리

  1. temperaturewhilst maintaining the pH at 9
  2. filtrationThe resultant solid was collected by filtration
  3. washwashed with water (20 ml)
  4. customcrystallised from industrial methylated spirit (100 ml)

출처 및 근거

ORD 기록
ord-5899096f2b07466f8aa64790839cd599
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997840

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