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

HRID 365197Notes

Reaction equation

HRID 365197 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-b1b2c38b3b4d458f9706c518285cd4bf
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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