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Ethylenediamine → 3-beta-Aminoethylamino-1-(benzodioxan-5-yloxy)-2-propanol

HRID 27454
Notes
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Reaction equation

HRID 27454 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][CH:13]3[O:15][CH2:14]3)[C:5]=2[O:4][CH2:3][CH2:2]1.[CH2:16]([NH2:19])[CH2:17][NH2:18]>>[NH2:18][CH2:17][CH2:16][NH:19][CH2:14][CH:13]([OH:15])[CH2:12][O:11][C:10]1[C:5]2[O:4][CH2:3][CH2:2][O:1][C:6]=2[CH:7]=[CH:8][CH:9]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 37114295-(Oxiran-2-ylmethoxy)-2,3-dihydro-1,4-benzodioxine

Product 1

HCID 130640833-beta-Aminoethylamino-1-(benzodioxan-5-yloxy)-2-propanol

Procedure

A mixture of 20.8 g. of 1-(benzodioxan-5-yloxy)-2,3-epoxypropane and 120 g. of ethylenediamine is heated at 90° C. for 18 hours and is then evaporated to dryness under reduced pressure. The residue is stirred with 100 ml. of water and the mixture is extracted four times with 100 ml. of chloroform each time. The combined chloroform extracts are dried and evaporated to dryness under reduced pressure and there is thus obtained as residue 3-β-aminoethylamino-1-(benzodioxan-5-yloxy)-2-propanol.

Workup

  1. additionA mixture of 20.8 g
  2. customis then evaporated to dryness under reduced pressure
  3. extraction
of water and the mixture is extracted four times with 100 ml
  • dry with materialThe combined chloroform extracts are dried
  • customevaporated to dryness under reduced pressure and there
  • Sources & evidence

    ORD record
    ord-80f52a07cc094d3b9f598a2ad8eed76c
    Source dataset
    uspto-grants-1980_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04221807

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes