Sulfuric Acid → HCID 23283732, compound

HRID 370066Notes

Reaction equation

HRID 370066 reaction equation
BrC1C=CC2C(=O)C3C(=CC=CC=3)C(=O)C=2C=1Br.[Br:19][C:20]1[CH:33]=[CH:32][C:31]2[C:30](=[O:34])[C:29]3[C:24](=[CH:25][C:26]([Br:35])=[CH:27][CH:28]=3)[C:23](=O)[C:22]=2[CH:21]=1.[Al].S(=O)(=O)(O)O>>[Br:19][C:20]1[CH:33]=[CH:32][C:31]2[C:30](=[O:34])[C:29]3[C:24]([CH2:23][C:22]=2[CH:21]=1)=[CH:25][C:26]([Br:35])=[CH:27][CH:28]=3

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 458175DIBROMOANTHRAQUINONEHCID 5359268AluminumHCID 226436762,7-Dibromo-9,10-anthracenedione

Product 1

HCID 23283732HCID 23283732, compound

Procedure

3,6-Dibromoanthrone, a tuned photoinitiator precursor, can be prepared by first producing 2,7-dibromoanthraquinone by the direct bromination of anthraquinone with elemental bromine under pressure at about 160° C. as described by Diehl, Chem. Ber, 11, 1878, p181. The dibromoanthraquinone is then reduced to the 3,6-dibromoanthrone with aluminum metal and sulfuric acid as described by R. Biehl, et al., J. Amer. Chem. Soc., 99(13), 1977, pp.4278-4286.

Sources & evidence

ORD record
ord-5e596fc76b5c4dd485e6046b4a3bcb08
Source dataset
uspto-grants-2000_10
Patent number
US06140385

Reaction notes

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