1-Bromo-3-methylbutane → 7-(3-Methylbutyl)-3-methylxanthine

HRID 2034

Reaction equation

HRID 2034 reaction equation
[CH3:1][N:2]1[C:10]2[N:9]=[CH:8][NH:7][C:6]=2[C:5](=[O:11])[NH:4][C:3]1=[O:12].[H-].[Na+].[H][H].Br[CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21]>CN(C=O)C.O>[CH3:21][CH:20]([CH3:22])[CH2:19][CH2:18][N:7]1[C:6]2[C:5](=[O:11])[NH:4][C:3](=[O:12])[N:2]([CH3:1])[C:10]=2[N:9]=[CH:8]1

Participants

7

Reactant 4

HCID 78911-Bromo-3-methylbutaneHCID 24758Sodium hydrideHCID 706393-MethylxanthineHCID 178418361HCID 178418361, compound

Product 1

HCID 196891447-(3-Methylbutyl)-3-methylxanthine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

100 g (0.602 mol) of 3-methylxanthine, dissolved in 1200 ml of DMF, were slowly treated with 16 g (0.66 mol) of sodium hydride. The solution was heated to 60° C. and, when the evolution of hydrogen was at an end, treated with 109 g (0.66 mol) of 1-bromo-3-methylbutane. The reaction mixture was stirred at 100° C. for 12 hours and introduced into 2000 ml of water. The precipitate was filtered off with suction, washed with water and dried to constant weight.

Workup

  1. filtrationThe precipitate was filtered off with suction
  2. washwashed with water
  3. customdried to constant weight

Sources & evidence

ORD record
ord-53dbbec3515e46f1bf52497ce7ab8115
Source dataset
uspto-grants-1998_03
Patent number
US05728686

Linked notes

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