1-Aminoanthraquinone → HCID 3265888, compound

HRID 704549Notes

Reaction equation

HRID 704549 reaction equation
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:18](Cl)(=[O:25])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>[N+](C1C=CC=CC=1)([O-])=O>[C:18]([NH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1)(=[O:25])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 67101-AminoanthraquinoneHCID 17313Heptanoyl chloride

Product 1

HCID 3265888HCID 3265888, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

Into a 250 ml round-bottom flask equipped with magnetic stirrer, condenser, heating mantle and nitrogen blanket, were placed 10.0 g of 1-aminoanthraquinone, 80 ml of nitrobenzene and 6.5 g of n-heptanoyl chloride. The solution was refluxed for 2.5 hours and cooled. Crude product was precipitated with methanol, filtered and dried. Chromatography on silica gel with toluene eluent afforded yellow 1-n-heptanoylaminoanthraquinone, melting at 133° C.

Workup

  1. customInto a 250 ml round-bottom flask equipped with magnetic stirrer, condenser
  2. temperatureheating mantle and nitrogen blanket
  3. temperatureThe solution was refluxed for 2.5 hours
  4. temperaturecooled
  5. customCrude product was precipitated with methanol
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-fd7b7423f16645de82440a9f14611ec9
Source dataset
uspto-grants-1991_01
Patent number
US04988664

Reaction notes

Loading…