Quinizarin → Aminatrone 1

HRID 1719469Notes

Reaction equation

HRID 1719469 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[C:15](=[O:16])[C:14]3[C:9](=[C:10](O)[CH:11]=[CH:12][C:13]=3O)[C:7](=[O:8])[C:5]=2[CH:6]=1.[CH3:19][N:20]([CH3:24])[CH2:21][CH2:22][NH2:23].[CH3:25][N:26]([CH3:32])[CH2:27][CH2:28][N:29](C)C>>[CH3:19][N:20]([CH3:24])[CH2:21][CH2:22][NH:23][C:10]1[C:9]2[C:7](=[O:8])[C:5]3[C:4](=[CH:3][CH:2]=[CH:1][CH:6]=3)[C:15](=[O:16])[C:14]=2[C:13]([NH:29][CH2:28][CH2:27][N:26]([CH3:32])[CH3:25])=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 6688QuinizarinHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 66053N,N-Dimethylethylenediamine

Product 1

HCID 50925Aminatrone 1

Procedure

Alternatively, the above product may be prepared by stirring and heating under reflux for 5 hours a mixture of 2.4 g. of quinizarin, 2.82 g. of N,N-dimethylethylenediamine and 9 ml. of N,N,N',N'-tetramethylethylenediamine. The product is recovered as described above.

Workup

  1. customAlternatively, the above product may be prepared
  2. temperatureheating
  3. temperatureunder reflux for 5 hours
  4. additiona mixture of 2.4 g
  5. customThe product is recovered

Sources & evidence

ORD record
ord-a06ac51c1e46471594d3f76b7375e614
Source dataset
uspto-grants-1985_09
Patent number
US04540583

Reaction notes

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