Butyl iodide → HCID 19735584, compound

HRID 326572Notes

Reaction equation

HRID 326572 reaction equation
[Cl:1][C:2]1[NH:3][C:4](=[O:12])[C:5]2[N:6]([CH3:11])[CH:7]=[N:8][C:9]=2[N:10]=1.[H-].[Na+].I[CH2:16][CH2:17][CH2:18][CH3:19]>>[CH2:16]([N:3]1[C:4](=[O:12])[C:5]2[N:6]([CH3:11])[CH:7]=[N:8][C:9]=2[N:10]=[C:2]1[Cl:1])[CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 3

HCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 1354087592-Chloro-7-methyl-3,7-dihydro-6H-purin-6-one

Product 1

HCID 19735584HCID 19735584, compoundYield 61.8%

Procedure

To a suspension of 2-chloro-7-methyl-1,7-dihydro-6H-purin-6-one [Ber., 30, 2400 (1897)] (6.68 g, 0.0362 mol) was added 2.03 g (0.0507 mol) of 60% sodium hydride, and the mixture was stirred for 30 minutes. To the mixture was added 8.24 ml (0.0724 mol) of iodobutane. The mixture was stirred at an external temperature of 65° C. for further 30 minutes. The solvent was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (eluting solvent: chloroform:methanol=20:1) to afford 5.38 g (61.8%) of Compound j as light yellow crystals.

Workup

  1. stirringThe mixture was stirred at an external temperature of 65° C. for further 30 minutes
  2. customThe solvent was evaporated under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography (eluting solvent: chloroform:methanol=20:1)

Sources & evidence

ORD record
ord-3e39f3b235c34e2d845239047113bb45
Source dataset
uspto-grants-1993_12
Patent number
US05270316

Reaction notes

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