Methane → HCID 178519944, compound

HRID 1953702Notes

Reaction equation

HRID 1953702 reaction equation
C([O:5][CH2:6][CH3:7])(=O)CO.[NH2:8][C:9]1[C:14]([NH2:15])=[CH:13][N:12]=[CH:11][N:10]=1.C>>[OH:5][CH2:6][C:7]1[NH:8][C:9]2[N:10]=[CH:11][N:12]=[CH:13][C:14]=2[N:15]=1

Participants

4

Reactant 3

HCID 297MethaneHCID 12184Ethyl GlycolateHCID 837034,5-Diaminopyrimidine

Product 1

HCID 178519944HCID 178519944, compoundYield 58.5%

Conditions

Temperature
140 °C

Procedure

8.58 g of ethyl glycolate were added to 2.27 g of 4,5-diaminopyrimidine, and the resulting mixture was stirred at 140° C. for 2 hours. At the end of this time, the reaction mixture was freed from ethyl glycolate by distillation under reduced pressure. The residue thus obtained was decolorized by activated charcoal and crystallized by trituration with ethanol, to give 1.81 g of the title compound having Rf=0.27 (on silica gel thin layer chromatography using a 10:1 by volume mixture of ethyl acetate and methanol as the developing solvent).

Workup

  1. distillationAt the end of this time, the reaction mixture was freed from ethyl glycolate by distillation under reduced pressure
  2. customThe residue thus obtained
  3. customcrystallized by trituration with ethanol

Sources & evidence

ORD record
ord-d8cc1f98dda34b36a1f7bdc76e5f7180
Source dataset
uspto-grants-2000_09
Patent number
US06117893

Reaction notes

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