Phenyl glycidyl ether → 1-Phenoxy-3-[4-(1,3,5-trimethylpyrimidine-2,4-dion-6-ylamino)-butylamino]-propan-2-ol

HRID 1903796Notes

Reaction equation

HRID 1903796 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][CH2:15][CH2:16][NH:17][C:18]1[N:19]([CH3:28])[C:20](=[O:27])[N:21]([CH3:26])[C:22](=[O:25])[C:23]=1[CH3:24]>>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1[N:19]([CH3:28])[C:20](=[O:27])[N:21]([CH3:26])[C:22](=[O:25])[C:23]=1[CH3:24])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 31217Phenyl glycidyl etherHCID 202378604-(4-aminobutylamino)-1,3,5-trimethylpyrimidine-2,6(1H,3H)-dione

Product 1

HCID 202377801-Phenoxy-3-[4-(1,3,5-trimethylpyrimidine-2,4-dion-6-ylamino)-butylamino]-propan-2-ol

Procedure

4.5 g. Phenyl glycidyl ether and 12.0 g. 4-(4-aminobutylamino)-1,3,5-trimethylpyrimidine-2,6(1H,3H)-dione are mixed and left to stand for 48 hours at ambient temperature. The reaction mixture is then separated chromatographically and salt formation is carried out in the manner described in Example 29. There are obtained 2.6 g. (19% of theory) of the desired product in the form of colorless crystals; m.p. 148°-150° C., with bubble formation.

Workup

  1. waitleft
  2. customThe reaction mixture is then separated chromatographically
  3. customThere are obtained 2.6 g

Sources & evidence

ORD record
ord-25192c17521b4008a63ed325730e0e22
Source dataset
uspto-grants-1984_03
Patent number
US04438128

Reaction notes

Loading…