Phenyl glycidyl ether → HCID 12818857, compound

HRID 365174Notes

Reaction equation

HRID 365174 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:21]([CH3:22])=[C:20]([CH3:23])[N:19]=[C:18]([CH3:24])[N:17]=1>>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:12][CH2:13][CH2:14][NH:15][C:16]1[N:17]=[C:18]([CH3:24])[N:19]=[C: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 20237787HCID 20237787, compound

Product 1

HCID 12818857HCID 12818857, compound

Procedure

3.0 g. Phenyl glycidyl ether and 7.2 g. 4-(2-aminoethylamino)-2,5,6-trimethylpyrimidine are stirred for 20 hours at 60° to 70° C. in 5 ml. isopropyl alcohol, whereafter the mixture is separated with a column of silica gel, using methylene chloride-methanol-triethylamine (20:2:1 v/v/v) as elution agent. By recrystallizing from ethyl acetate, with the use of fullers' earth and active charcoal, there are obtained 2.9 g. (44% of theory) of the desired product in the form of colorless crystals; m.p. 119°-121° C.

Workup

  1. customisopropyl alcohol, whereafter the mixture is separated with a column of silica gel
  2. washas elution agent
  3. customBy recrystallizing from ethyl acetate, with the use of fullers' earth and active charcoal, there
  4. customare obtained 2.9 g

Sources & evidence

ORD record
ord-2a3540453c844af981ee77521a968eae
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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