Acenaphthenequinone → HCID 178439039, compound

HRID 2066040Notes

Reaction equation

HRID 2066040 reaction equation
[C:1]1(=O)[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH:6]=[CH:5][CH:4]=[C:3]3[C:2]1=O.[CH:15]([C:18]1[CH:24]=[CH:23][CH:22]=[C:21]([CH:25]([CH3:27])[CH3:26])[C:19]=1[NH2:20])([CH3:17])[CH3:16]>C(O)(=O)C>[CH:25]([C:21]1[CH:22]=[CH:23][CH:24]=[C:18]([CH:15]([CH3:17])[CH3:16])[C:19]=1/[N:20]=[C:2]1/[C:1](=[N:20]/[C:19]2[C:21]([CH:25]([CH3:26])[CH3:27])=[CH:22][CH:23]=[CH:24][C:18]=2[CH:15]([CH3:17])[CH3:16])/[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]3[C:12]=2[C:3]/1=[CH:4][CH:5]=[CH:6]3)([CH3:27])[CH3:26]

Participants

4

Reactant 2

HCID 6724AcenaphthenequinoneHCID 32484Diisopropylaniline

Product 1

HCID 178439039HCID 178439039, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1.82 g (10 mmol) of acenaphtoquinone, 3.54 g (20 mmol) of 2,6-diisopropylaniline, and 40 ml of glacial acetic acid was refluxed for 2 h and then stirred for 12 h at room temperature. The resulting precipitate was separated, washed with 20 ml of cold water, and dried under vacuum. 3.89 g of dark-yellow solid were obtained with a yield of 78%.

Workup

  1. temperaturewas refluxed for 2 h
  2. customThe resulting precipitate was separated
  3. washwashed with 20 ml of cold water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c67ddcbc8fff441c8775529ab182cb77
Source dataset
uspto-grants-2012_10
Patent number
US08288602B2

Reaction notes

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