Water → HCID 66622732, compound

HRID 415472Notes

Reaction equation

HRID 415472 reaction equation
[CH2:1]([N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:13]=[CH:12][C:11]=2[N:10]=[C:9]1[SH:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[NH4+].I[CH3:26]>C(O)C>[CH2:1]([N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:13]=[CH:12][C:11]=2[N:10]=[C:9]1[S:21][CH3:26])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 14923Ammonium HydroxideHCID 178527811HCID 178527811, compound

Product 1

HCID 66622732HCID 66622732, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Benzyl-1H-imidazo[4,5-c]quinoline-2-thiol (4.15 g, 14.2 mmol), deionized water (35 mL), ethanol (35 mL), and aqueous ammonium hydroxide (3.2 mL) were combined, and iodomethane (1.06 mL, 17.0 mmol) was added. The reaction was stirred at room temperature for one hour, and a precipitate formed. The precipitate was collected by filtration, washed with diethyl ether (5×100 mL), and dried under vacuum to provide 1-benzyl-2-(methylthio)-1H-imidazo[4,5-c]quinoline.

Workup

  1. customa precipitate formed
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with diethyl ether (5×100 mL)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-9f8d23d16df34d9384cb32e43da899a1
Source dataset
uspto-grants-2012_01
Patent number
US08088790B2

Reaction notes

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