Sulfuric Acid → 1,2-Acenaphthylenedione, 5-bromo-

HRID 1915126Notes

Reaction equation

HRID 1915126 reaction equation
[C:1]1(=[O:14])[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:13].S(=O)(=O)(O)O.[Br:20]Br>>[Br:20][C:6]1[C:7]2[C:12]3[C:3]([C:2](=[O:13])[C:1](=[O:14])[C:11]=3[CH:10]=[CH:9][CH:8]=2)=[CH:4][CH:5]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 6724AcenaphthenequinoneHCID 24408Bromine

Product 1

HCID 111730241,2-Acenaphthylenedione, 5-bromo-

Procedure

In the second route, the raw material acenaphthenequinone and the solvent concentrated sulfuric acid are added into liquid bromine and refluxed for 2 hours to obtain 5-bromoacenaphthylene-1,2-dione. The resulting bromoacenaphthene reacts with alcohol, thioalcohol, phenol, thiophenol, ester or amide to obtain the corresponding substituted acenaphthenequinone iv, as follows:

Workup

  1. temperaturerefluxed for 2 hours

Sources & evidence

ORD record
ord-cf298c1e08c14b6c8be08bb649eaea06
Source dataset
uspto-grants-2013_12
Patent number
US08614333B2

Reaction notes

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