Methane → HCID 178519944, compound

HRID 1601821Notes

Reaction equation

HRID 1601821 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-1fa7c50b2c1c45059b2477e0682a9e60
Source dataset
uspto-grants-1999_11
Patent number
US05977365

Reaction notes

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