Mitoxantrone → HCID 13233892, compound

HRID 647783Notes

Reaction equation

HRID 647783 reaction equation
[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([NH:24][CH2:25][CH2:26][NH:27][CH2:28][CH2:29][OH:30])[CH:10]=[CH:11][C:12]=3[NH:17][CH2:18][CH2:19][NH:20][CH2:21][CH2:22][OH:23])[C:7](=[O:31])[C:6]=2[C:5]([OH:32])=[CH:4][CH:3]=1>CC(C)=O>[CH3:3][C:2]1([CH3:15])[N:27]([CH2:26][CH2:25][NH:24][C:9]2[C:8]3[C:7](=[O:31])[C:6]4[C:15](=[C:2]([OH:1])[CH:3]=[CH:4][C:5]=4[OH:32])[C:14](=[O:16])[C:13]=3[C:12]([NH:17][CH2:18][CH2:19][N:20]3[CH2:21][CH2:22][O:23][C:5]3([CH3:6])[CH3:4])=[CH:11][CH:10]=2)[CH2:28][CH2:29][O:30]1

Participants

3

Reactant 1

HCID 4212Mitoxantrone

Product 1

HCID 13233892HCID 13233892, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 3.11 g. of 1,4-dihydroxy-5,8-bis[[2-(2-hydroxyethylamino)ethyl]amino]anthraquinone [prepared as described in Example 1(A)] in 150 ml. of acetone is stirred and heated under rapid reflux. The condensate is returned to the flask by percolation through a dehydration system consisting of 40 g. of 4 A molecular sieves supported by a sintered glass plate. After a 24 hour reaction period the resulting solid is collected by filtration and is washed with hot acetone to give 2.77 g. of the product of the Example as a blue-black solid, m.p. 255°-256° C.

Workup

  1. additionA suspension of 3.11 g
  2. temperatureheated under rapid reflux
  3. customAfter a 24 hour reaction period the resulting solid
  4. filtrationis collected by filtration
  5. washis washed with hot acetone
  6. customto give 2.77 g

Sources & evidence

ORD record
ord-44261fc8ed8c4b1f8090440041ba0430
Source dataset
uspto-grants-1983_10
Patent number
US04410524

Reaction notes

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