Hydrochloric Acid → HCID 15035216, compound

HRID 1656432Notes

Reaction equation

HRID 1656432 reaction equation
[SH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([N+:12]([O-:14])=[O:13])=[C:5]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[C:21](=O)([O-])[O-].[K+].[K+].Cl>O1CCOCC1.O.CI>[CH3:21][S:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([N+:12]([O-:14])=[O:13])=[C:5]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 15035215HCID 15035215, compound

Product 1

HCID 15035216HCID 15035216, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 6328Methyl iodideSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 6-mercapto-3-nitro-4-phenylquinoline (1.55 g) in dioxane (30 ml) were added a solution of potassium carbonate (1.14 g) in water (10 ml) and methyl iodide (1.17 g), and the whole was stirred for 2.5 hrs. at room temperature. After dilution with water, the mixture was acidified with hydrochloric acid, and the precipitating crystals were collected by filtration and recrystallized from acetone to give 6-methylthio-3-nitro-4-phenylquinoline as yellow needles. Yield 1.39 g (85.3%). m.p. 131°-133° C.

Workup

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

Sources & evidence

ORD record
ord-ffbe6bb9109b4d29a0b87b478d5f0730
Source dataset
uspto-grants-1993_10
Patent number
US05254565

Reaction notes

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