Dimethylformamide → 3-Methyl-7-(3-methyl-2-buten-1-yl)-8-bromo-xanthine

HRID 882882Notes

Reaction equation

HRID 882882 reaction equation
[Br:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[NH:7][C:6](=[O:12])[N:5]([CH3:13])[C:4]=2[N:3]=1.CN(C=O)C.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH:27]=[C:28]([CH3:30])[CH3:29]>O>[Br:1][C:2]1[N:10]([CH2:26][CH:27]=[C:28]([CH3:30])[CH3:29])[C:9]2[C:8](=[O:11])[NH:7][C:6](=[O:12])[N:5]([CH3:13])[C:4]=2[N:3]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 700922-Butene, 1-bromo-3-methyl-HCID 15487978-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dione

Product 1

HCID 34353313-Methyl-7-(3-methyl-2-buten-1-yl)-8-bromo-xanthine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 g of 8-bromo-3-methyl-3,7-dihydropurine-2,6-dione are introduced into 900 ml of DMF, and 14.1 g of potassium carbonate are added. The suspension is heated to an internal temperature of 60° C., and 31.7 g of 1-bromo-3-methyl-2-butene are slowly added. The mixture is stirred at this temperature for 3 hours and then 1.2 l of water are added. The solid is filtered off with suction, thoroughly washed with water and dried in vacuo at 45° C.

Workup

  1. additionare added
  2. additionare slowly added
  3. filtrationThe solid is filtered off with suction
  4. washthoroughly washed with water
  5. customdried in vacuo at 45° C.

Sources & evidence

ORD record
ord-a24f1c1c54184ce49a25acd440145cea
Source dataset
uspto-grants-2012_08
Patent number
US08236810B2

Reaction notes

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