Phenyl glycidyl ether → HCID 20237888, compound

HRID 1903783Notes

Reaction equation

HRID 1903783 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][CH2:13][CH2:14][NH:15][C:16]1[C:17](=[O:26])[N:18]([CH3:25])[C:19](=[O:24])[N:20]([CH3:23])[C:21]=1[CH3:22]>>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:12][CH2:13][CH2:14][NH:15][C:16]1[C:17](=[O:26])[N:18]([CH3:25])[C:19](=[O:24])[N:20]([CH3:23])[C:21]=1[CH3:22])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 31217Phenyl glycidyl etherHCID 20237782HCID 20237782, compound

Product 1

HCID 20237888HCID 20237888, compound

Procedure

2.43 g. Phenyl glycidyl ether and 5.15 g. 5-(2-aminoethylamino)-1,3,6-trimethylpyrimidine-2,4(1H,3H)-dione are left to stand for 24 hours at ambient temperature, whereupon the reaction mixture is separated with silica gel using, as elution agent, methylene chlorideammoniacal methanol (95:5 v/v). The yellowish oil obtained by evaporation of the pure fractions is triturated with ethyl acetate. After subsequent recrystallization from ethyl acetate, there are obtained 2.55 g. (43% of theory) of the desired product in the form of colorless crystals; m.p. 92°-94° C.

Workup

  1. customis separated with silica gel using, as elution agent, methylene chlorideammoniacal methanol (95:5 v/v)
  2. customThe yellowish oil obtained by evaporation of the pure fractions
  3. customis triturated with ethyl acetate
  4. customAfter subsequent recrystallization from ethyl acetate, there
  5. customare obtained 2.55 g

Sources & evidence

ORD record
ord-9447982d005048fa886b040241833c71
Source dataset
uspto-grants-1984_03
Patent number
US04438128

Reaction notes

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