Methyl iodide → HCID 20570062, compound

HRID 1577823Notes

Reaction equation

[CH2:1]([N:5]1[C:13]2[N:12]=[CH:11][N:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19](=[O:21])[CH3:20])[C:9]=2[C:8](=[O:22])[NH:7][C:6]1=[O:23])[CH2:2][CH2:3][CH3:4].[CH3:24]I>>[CH3:24][N:7]1[C:8](=[O:22])[C:9]2[N:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19](=[O:21])[CH3:20])[CH:11]=[N:12][C:13]=2[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]1=[O:23]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 20570064HCID 20570064, compound

Product 1

HCID 20570062HCID 20570062, compoundYield 80.1%

Procedure

The reaction is performed according to example 15 from 3-(n-butyl)-7-(6'-oxoheptyl)-xanthine and methyl iodide, but at a temperature of the mixture of 50° C. under stirring for 46 hours. Prior to the distillation at a bath temperature of 140° C. and 0.02 mmHg the product is purified by column chromatography at silica gel 60 (Merck) with methylene chloride/acetone (80:2) as eluent. 1-Methyl-3-(n-butyl)-7-(6'-oxoheptyl)-xanthine was obtained as a viscous oil (nD20 1.5280; yield 80.1%, referred to reacted 3-(n-butyl)-7-(6'-oxoheptyl)-xanthine.

Workup

additionat a temperature of the mixture of 50° C.
distillationPrior to the distillation at a bath temperature of 140° C. and 0.02 mmHg the product
customis purified by column chromatography at silica gel 60 (Merck) with methylene chloride/acetone (80:2) as eluent

Sources & evidence

ORD record: ord-8232aae7f7fc484c940f2293134eba33
Source dataset: uspto-grants-1981_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04289776

Reaction notes

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