Ethanol → HCID 21568428, compound

HRID 1579426Notes

Reaction equation

HRID 1579426 reaction equation
[CH3:1][CH2:2][O-:3].[Na+].Cl[C:6]1[N:7]=[C:8](Cl)[C:9]2[C:10](=[CH:12][S:13][CH:14]=2)[N:11]=1.[CH2:16]([OH:18])[CH3:17]>>[CH2:2]([O:3][C:6]1[N:7]=[C:8]([O:18][CH2:16][CH3:17])[C:9]2[C:10](=[CH:12][S:13][CH:14]=2)[N:11]=1)[CH3:1]

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 2723922Sodium ethoxideHCID 127128342,4-Dichlorothieno(3,4-d)pyrimidine

Product 1

HCID 21568428HCID 21568428, compound

Procedure

A solution of 0.06 mole sodium ethylate in ethyl alcohol is added dropwise while cooling to a suspension of 6.15 g (0.03 mole) of 2,4-dichloro-thieno[3,4-d]pyrimidine in 100 ml absolute ethyl alcohol. The speed of addition is regulated in such a way that the temperature of the reaction medium is maintained at between 0° and 5°C. When addition is completed, the solution is left to rise to room temperature and is then heated under reflux for 4 hours. It is then evaporated to dryness. The remaining solid is drained, washed with water and left to dry. AFter recrystallization from a 50/50 mixture of ethyl alcohol and water, 2.8 g (42% of theory) of 2,4-diethoxy-thieno[3,4-d]pyrimidine are obtained. M.P. 84°-86°C.

Workup

  1. additionThe speed of addition
  2. temperatureis maintained at between 0° and 5°C
  3. additionWhen addition
  4. waitthe solution is left
  5. customto rise to room temperature
  6. temperatureis then heated
  7. temperatureunder reflux for 4 hours
  8. customIt is then evaporated to dryness
  9. washwashed with water
  10. waitleft
  11. customto dry
  12. customAFter recrystallization
  13. additionfrom a 50/50 mixture of ethyl alcohol and water, 2.8 g (42% of theory) of 2,4-diethoxy-thieno[3,4-d]pyrimidine
  14. customare obtained

Sources & evidence

ORD record
ord-8d54416ca94146259b022d0adb7761cb
Source dataset
uspto-grants-1976_01
Patent number
US03931204

Reaction notes

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