Phenyl glycidyl ether → HCID 20237839, compound

HRID 365213Notes

Reaction equation

HRID 365213 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[NH2:12][C:13]1[N:21]=[C:20]2[C:16]([NH:17][CH:18]=[N:19]2)=[C:15]([NH:22][CH2:23][CH2:24][NH2:25])[N:14]=1>CO>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:25][CH2:24][CH2:23][NH:22][C:15]1[N:14]=[C:13]([NH2:12])[N:21]=[C:20]2[C:16]=1[NH:17][CH:18]=[N:19]2)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 31217Phenyl glycidyl etherHCID 20237873HCID 20237873, compound

Product 1

HCID 20237839HCID 20237839, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.5 g. Phenyl glycidyl ether and 8.7 g. 2-amino-6-(2-aminoethylamino)-purine are dissolved in 50 ml. methanol and left to stand for 24 hours at ambient temperature. The methanol is then removed in a vacuum and the residue is dissolved in methylene chloride and purified on a silica gel column using, as elution agent, methylene chloride-methanol (7:3 v/v). The residue obtained by evaporation of the pure fractions is triturated with ethanol and then recrystallized from this solvent. There are obtained 2.0 g. (25% of theory) of the desired product in the form of colorless crystals; m.p. 169°-171° C.

Workup

  1. customThe methanol is then removed in a vacuum
  2. dissolutionthe residue is dissolved in methylene chloride
  3. custompurified on a silica gel column
  4. washusing, as elution agent, methylene chloride-methanol (7:3 v/v)
  5. customThe residue obtained by evaporation of the pure fractions
  6. customis triturated with ethanol
  7. customrecrystallized from this solvent
  8. customThere are obtained 2.0 g

Sources & evidence

ORD record
ord-6b500805cd4a474da4bc21d0d941469c
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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