1-Bromopropane → HCID 14425319, compound

HRID 1939235Notes

Reaction equation

HRID 1939235 reaction equation
[CH2:1]([N:8]1[C:15]([NH2:16])=[CH:14][C:12](=[O:13])[NH:11][C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][CH2:18][CH2:19]Br.[OH-].[Na+]>C(O)C>[CH2:1]([N:8]1[C:15]([NH2:16])=[CH:14][C:12](=[O:13])[N:11]([CH2:17][CH2:18][CH3:19])[C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 14798Sodium HydroxideHCID 2507466-Amino-1-benzyluracil

Product 1

HCID 14425319HCID 14425319, compoundYield 44.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.0 g (0.014 mol) of 1-benzyl-6-aminouracil are stirred for 3 hours at 70° C. with 2.2 g (0.018 mol) of n-propyl bromide, 4.2 ml of 15% sodium hydroxide solution and 7 ml of ethanol. The mixture is poured onto ice and extracted with methylene chloride. The organic phases are dried and evaporated down. The residual oil is crystallised from a mixture of methylene chloride and methanol. 1.62 g of the title compound are obtained in the form of white crystals (47% of theory), m.p. 189°-192° C.

Workup

  1. additionThe mixture is poured onto ice
  2. extractionextracted with methylene chloride
  3. customThe organic phases are dried
  4. customevaporated down
  5. customThe residual oil is crystallised from a mixture of methylene chloride and methanol

Sources & evidence

ORD record
ord-53e37c4ccf344de7945ddcc5f1eaefe5
Source dataset
uspto-grants-1997_12
Patent number
US05696124

Reaction notes

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