Hydrochloric Acid → HCID 18959568, compound

HRID 1708577Notes

Reaction equation

HRID 1708577 reaction equation
[OH-].[Na+].CSC1C=C(CC(O)=[O:21])C=C2C=1NC(C(F)(F)F)CC2.[CH3:23][S:24]([C:26]1[CH:27]=[C:28]([CH2:40][C:41]([OH:43])=[O:42])[CH:29]=[C:30]2[C:35]=1[NH:34][CH:33]([C:36]([F:39])([F:38])[F:37])[CH2:32][CH2:31]2)=[O:25].OO.Cl>O>[CH3:23][S:24]([C:26]1[CH:27]=[C:28]([CH2:40][C:41]([OH:43])=[O:42])[CH:29]=[C:30]2[C:35]=1[NH:34][CH:33]([C:36]([F:38])([F:39])[F:37])[CH2:32][CH2:31]2)(=[O:21])=[O:25]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 18959580HCID 18959580, compoundHCID 18959582HCID 18959582, compound

Product 1

HCID 18959568HCID 18959568, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into 20 ml of 1N sodium hydroxide were dissolved 250 mg of 8-methylthio-1,2,3,4-tetrahydro-2-trifluoromethylquinoline-6-acetic acid and 300 mg of 8-methylsulfinyl-1,2,3,4-tetrahydro-2-trifluoromethylquinoline-6-acetic acid, and, after 10 ml of 35% aqueous hydrogen peroxide were added, the mixture was stirred at room temperature for 3 hours. To this were added 50 ml of water, and the reaction mixture was brought to pH2 with concentrated hydrochloric acid. The crystals deposited were collected by filtration, washed with water and dried to obtain 220 mg of white crystals. Further, the aqueous layer was extracted with ethyl acetate, dried over anhydrous sodium sulfate and then solvent was distilled off to obtain 360 mg of faintly yellow crystals. When recrystallizing from ethyl acetate, the crystals obtained give a melting point of 124°-125° C.

Workup

  1. filtrationThe crystals deposited were collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-e3b6503c49134265aa98d2a50c4ddc54
Source dataset
uspto-grants-1994_10
Patent number
US05359076

Reaction notes

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