Methyl iodide → Perchlorate

HRID 1012048Notes

Reaction equation

HRID 1012048 reaction equation
[C:1]1([C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.CI.[Cl:23]([O-:27])(=[O:26])(=[O:25])=[O:24].[Na+]>CC(C)=O>[Cl:23]([O-:27])(=[O:26])(=[O:25])=[O:24].[C:1]1([C:11]2[CH:12]=[NH+:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 522606Sodium PerchlorateHCID 53755971HCID 53755971, compound

Product 2

HCID 123351PerchlorateHCID 86637775HCID 86637775, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Furthermore, the 3-(1-naphthyl)quinoline (2-2) (70 mg, 0.27 mmol) was dissolved in 10 ml of acetone, and further methyl iodide (130 μl, 2 mmol) was added thereto, which then was stirred for 10 hours. The solvent was removed therefrom and 20 mL of methanol was then added thereto. Subsequently, sodium perchlorate (0.12 g, 1.0 mmol) was added thereto and thereby salt exchange (ion exchange) was performed. Thus, perchlorate of 3-(1-naphthyl)quinolinium ion (quinolinium ion derivative 2) was obtained. The yield amount of the quinolinium ion derivative 2 perchlorate thus obtained was 93 mg and the yield from the 3-(1-naphthyl)quinoline (2-2) was 93%. The instrumental analysis data of this quinolinium ion derivative 2 perchlorate is indicated below.

Workup

  1. customThe solvent was removed
  2. addition20 mL of methanol was then added

Sources & evidence

ORD record
ord-2bf8f57972e143199fa030c40ee6321b
Source dataset
uspto-grants-2011_07
Patent number
US07977486B2

Reaction notes

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