Hydrochloric Acid → HCID 15035215, compound

HRID 1656431Notes

Reaction equation

HRID 1656431 reaction equation
CN(C)C([S:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][C:10]([N+:16]([O-:18])=[O:17])=[C:9]2[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=O.[OH-].[Na+].CO.Cl>O1CCOCC1.O>[SH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][C:10]([N+:16]([O-:18])=[O:17])=[C:9]2[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 15035214HCID 15035214, compound

Product 1

HCID 15035215HCID 15035215, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 6-(N,N-dimethylcarbamoylthio)-3-nitro-4-phenylquinoline (2.50 g) in dioxane (100 ml) were added 2N-NaOH (50 ml) and methanol (20 ml), and the whole was stirred for 7 hrs. at room temperature. After diluted with water, the mixture was acidified with hydrochloric acid. The precipitating crystals were collected by filtration and recrystallized from acetone to give 6-mercapto-3-nitro-4-phenylquinoline as yellow needles. Yield 1.68 g (84.0%). m.p. 160°-163° C.

Workup

  1. customat room temperature
  2. filtrationThe precipitating crystals were collected by filtration
  3. customrecrystallized from acetone

Sources & evidence

ORD record
ord-92cb55cfdd384b7984d5d40767d1a12a
Source dataset
uspto-grants-1993_10
Patent number
US05254565

Reaction notes

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