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Isopropylamine → 6-Chloro-1-(propylamino)anthracene-9,10-dione

HRID 441519
Notes
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Reaction equation

HRID 441519 reaction equation
C(N)(C)C.[CH2:5]([NH2:8])[CH2:6][CH3:7].C(N[C:13]1[C:26]2[C:25](=[O:27])[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([Cl:28])[CH:23]=3)[C:18](=[O:29])[C:17]=2[CH:16]=[CH:15][CH:14]=1)CC>>[CH2:5]([NH:8][C:16]1[C:17]2[C:18](=[O:29])[C:19]3[C:24](=[CH:23][C:22]([Cl:28])=[CH:21][CH:20]=3)[C:25](=[O:27])[C:26]=2[CH:13]=[CH:14][CH:15]=1)[CH2:6][CH3:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 6363IsopropylamineHCID 7852PropylamineHCID 214192157-Chloro-1-(propylamino)anthracene-9,10-dione

Product 1

HCID 214192166-Chloro-1-(propylamino)anthracene-9,10-dione

Procedure

If the procedure indicated is followed but isopropylamine is replaced by propylamine, 22 g of 1-propylamino-7-chloroanthraquinone are obtained. The nitrobenzene/methanol mother liquor is concentrated and the residue is treated with methanol and with a little nitrobenzene. After working up, 8 g of 1-propylamino-6-chloroanthraquinone are obtained.

Workup

  1. customare obtained
  • concentrationThe nitrobenzene/methanol mother liquor is concentrated
  • additionthe residue is treated with methanol and with a little nitrobenzene
  • Sources & evidence

    ORD record
    ord-578b18790313490e91077deffe12f632
    Source dataset
    uspto-grants-1977_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04041053

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes