Sodium Hydroxide → HCID 23128127, compound

HRID 358682Notes

Reaction equation

HRID 358682 reaction equation
[OH:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:8][CH:9]=2)[N:4]([CH3:19])[CH:3]=1.[OH-].[Na+].[CH3:22][S:23](Cl)(=[O:25])=[O:24]>O>[CH3:22][S:23]([O:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]([F:18])([F:16])[F:17])=[CH:8][CH:9]=2)[N:4]([CH3:19])[CH:3]=1)(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 14798Sodium Hydroxide2×HCID 31297Methanesulfonyl chlorideHCID 23128114HCID 23128114, compound

Product 1

HCID 23128127HCID 23128127, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-hydroxy-1-methyl-7-(2,2,2-trifluoroethoxy)-4-quinolone (0.40 g), aqueous sodium hydroxide (5M, 0.43 ml) and water (10 ml) was stirred under nitrogen at 0°. Methanesulphonyl chloride (0.25 g) was added with stirring and the pH adjusted to 9 with aqueous sodium hydroxide (5M, 0.5 ml). The resultant solid was collected by filtration, washed with water (10 ml) and crystallised from industrial methylated spirit (10 ml) to give the novel compound 1-methyl-4-oxo-7-(2,2,2-trifluoroethoxy)-1,4-dihydro-quinol-3-yl methanesulphonate, m.p. 110°-112°.

Workup

  1. stirringwith stirring
  2. filtrationThe resultant solid was collected by filtration
  3. washwashed with water (10 ml)
  4. customcrystallised from industrial methylated spirit (10 ml)

Sources & evidence

ORD record
ord-59f860d035354842a9d6309fe16cdb7a
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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