Water → HCID 66622732, compound

HRID 388602Notes

Reaction equation

HRID 388602 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-f727d7b383e3413789370ff441d6a1ba
Source dataset
uspto-grants-2013_02
Patent number
US08377957B2

Reaction notes

Loading…