Sodium ethoxide → HCID 9856792, compound

HRID 363372Notes

Reaction equation

HRID 363372 reaction equation
Cl[C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH2:17][CH3:18])[N:3]=1.[O-:19][CH2:20][CH3:21].[Na+]>C(O)C>[CH2:20]([O:19][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH2:17][CH3:18])[NH:5][C:6](=[O:8])[CH:7]=1)[CH3:21]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 178458304HCID 178458304, compound

Product 1

HCID 9856792HCID 9856792, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred solution of 4-chloro-6-hydroxy-2-(2-propoxyphenyl)pyrimidine (0.5 g) and sodium ethoxide (from 0.18 g sodium) in ethanol (25 ml) was heated in a pressure vessel at 125° C. for 24 hours. The residue left after evaporation was dissolved in water (20 ml), acetic acid was added to precipitate a gum, and the mixture was extracted with chloroform. Evaporation of the extract gave a solid which was recrystallized from ether to yield the title compound, 0.07 g, m.p. 95.5°-97° C.

Workup

  1. waitThe residue left
  2. customafter evaporation
  3. dissolutionwas dissolved in water (20 ml)
  4. additionacetic acid was added
  5. customto precipitate a gum
  6. extractionthe mixture was extracted with chloroform
  7. customEvaporation of the extract
  8. customgave a solid which
  9. customwas recrystallized from ether

Sources & evidence

ORD record
ord-b12e14bda45f4373ad393ddbe214ccdb
Source dataset
uspto-grants-1999_02
Patent number
US05874440

Reaction notes

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