Acetate → HCID 21400481, compound

HRID 1438765Notes

Reaction equation

HRID 1438765 reaction equation
[Cl:1][CH:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]2[C:22]3[C:21](=[O:23])[C:20]4[C:15](=[CH:16][CH:17]=[C:18]([N+:24]([O-:26])=[O:25])[CH:19]=4)[C:14](=[O:27])[C:13]=3[C:12](Br)=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[CH2:29]([NH2:33])[CH2:30][CH2:31][CH3:32].C([O-])(=O)C.[Cl-]>COCCO.[Cu]>[Cl:1][CH:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]2[C:22]3[C:21](=[O:23])[C:20]4[C:15](=[CH:16][CH:17]=[C:18]([N+:24]([O-:26])=[O:25])[CH:19]=4)[C:14](=[O:27])[C:13]=3[C:12]([NH:33][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1

Participants

7

Reactant 4

HCID 175AcetateHCID 312ChlorideHCID 8007ButylamineHCID 21400474HCID 21400474, compound

Product 1

HCID 21400481HCID 21400481, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 80192-MethoxyethanolSolvent

Procedure

10 g of 1-(p-chlorocyclohexylamino)-4-bromo-7-nitroanthraquinone, 60 ml of n-butylamine, 2.5 g of K acetate, 50 mg of copperI chloride and a trace of copper are heated under reflux until only a little starting material remains detectable in a sample. The mixture is diluted with 35 ml of ethylene glycol monomethyl ether and the product is filtered off and washed with methanol and water. 6.5 g of 1-(p-chlorocyclohexylamino)-4-butylamino-7-nitroanthraquinone are obtained.

Workup

  1. temperatureunder reflux until only
  2. filtrationthe product is filtered off
  3. washwashed with methanol and water

Sources & evidence

ORD record
ord-a2b2c76c04be4709a6951925b4a3ff4f
Source dataset
uspto-grants-1977_11
Patent number
US04056544

Reaction notes

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