Methyl iodide → HCID 15006887, compound

HRID 1649868Notes

Reaction equation

HRID 1649868 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[SH:12])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:13]I>[OH-].[Na+]>[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[S:12][CH3:13])=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 1785079903-Aminoquinoline-4-thiol

Product 1

HCID 15006887HCID 15006887, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
40 °C

Procedure

17.62 g (0.1 mole) of 3-amino-4-quinoline-thiol are dissolved in 50 ml of a 2 molar sodium hydroxide solution, whereupon at a temperature below 40° C. 21.29 g (0.15 mole) of methyl iodide are added. The reaction mixture is stirred at 40° C. for an hour, extracted with chloroform, clarified with activated charcoal and evaporated. Thus 18.6 g of 3-amino-4-methylthio-quinoline are obtained, yield 94.6%, m.p.: 96°-98° C. (from methanol).

Workup

  1. extractionextracted with chloroform
  2. customevaporated

Sources & evidence

ORD record
ord-984299f6f89d492980e28b2bbf5a76ab
Source dataset
uspto-grants-1990_05
Patent number
US04921960

Reaction notes

Loading…