Acetic Acid → 1-Azaphenanthrene-5,6-dione

HRID 1463683

Reaction equation

HRID 1463683 reaction equation
[N:1]1[C:14]2[CH:13]=[CH:12][C:11]3[C:6](=[CH:7]C=C[CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[O:15]=I(OI(=O)=O)=O.[C:22]([OH:25])(=O)[CH3:23]>>[N:1]1[C:14]2[C:5](=[C:6]3[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:23][C:22](=[O:25])[C:7]3=[O:15])[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6796Benzo(F)QuinolineHCID 159402Iodine pentoxide

Product 1

HCID 199224561-Azaphenanthrene-5,6-dione

Procedure

Following the procedure described in Example 608, Part A, 37.5 g (0.153 mole) of commercial 1-azaphenanthrene, 55 g (0.165 mole) of iodine pentoxide in 600 ml glacial acetic acid were refluxed 2 hours. Identical workup yielded 8.4 g, m.p. 215°-16°.

Workup

  1. temperaturewere refluxed 2 hours
  2. customIdentical workup yielded 8.4 g, m.p. 215°-16°

Sources & evidence

ORD record
ord-512e2134ed654d059f3f6d156789530c
Source dataset
uspto-grants-1994_04
Patent number
US05300642

Linked notes

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