1,3-Diamino-2-propanol → HCID 19806407, compound

HRID 1681357Notes

Reaction equation

HRID 1681357 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C@H:7]2[O:9][C@@H:8]2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:5][CH:6]=1.[OH:16][CH:17]([CH2:20][NH2:21])[CH2:18][NH2:19]>>[OH:16][CH:17]([CH2:20][NH:21][CH:8]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH:7]([C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)[OH:9])[CH2:18][NH:19][CH:7]([C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1)[CH:8]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[OH:9]

Participants

3

Reactant 2

HCID 611571,3-Diamino-2-propanolHCID 185583(R,R)-Stilbene oxide

Product 1

HCID 19806407HCID 19806407, compoundYield 55%

Procedure

A mixture of trans-stilbene oxide (3.93 g, 0.020 mol) and 2-hydroxy-1,3-propanediamine (0.90 g, 0.010 mol) was heated on a steam bath for 18 hours, giving a white solid. The material was triturated with boiling toluene and allowed to cool. The white solid that formed was collected, washed with toluene, and dried under ambient conditions for 18 hours. The solid was then vacuum dried over refluxing toluene for 4 hours to obtain 2.60 g (55% yield); mp 155°-175° C. (undefined).

Workup

  1. temperaturewas heated on a steam bath for 18 hours
  2. customgiving a white solid
  3. customThe material was triturated with boiling toluene
  4. temperatureto cool
  5. customThe white solid that formed
  6. customwas collected
  7. washwashed with toluene
  8. customdried under ambient conditions for 18 hours
  9. customvacuum dried
  10. temperatureover refluxing toluene for 4 hours
  11. customto obtain 2.60 g (55% yield)

Sources & evidence

ORD record
ord-a1716d8363644d4a9f0e715b757c16c7
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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