76469-58-4

Upstream product

• 76469-46-0 1-azido-2-(4-methylphenoxy)-4-hydroxyanthraquinone 
• 2389-64-2 1-Amino-4-hydroxy-2-p-tolyloxy-anthraquinone 

Downstream Products

• 129934-10-7 Acetic acid 5-oxo-3-p-tolyloxy-5H-anthra[1,9-cd]isoxazol-6-yl ester 
• 129934-09-4 Benzoic acid 5-oxo-3-p-tolyloxy-5H-anthra[1,9-cd]isoxazol-6-yl ester 

Relevant academic research and scientific papers

PHOTOREARRANGEMENT OF 3-ARYLOXYANTHRA-6-ISOXAZOLONES TO NAPHTHOPHENOXAZINE-8,13-DIONES. PHOTOLYSIS OF 1-AZIDO-2-ARYLOXY-4-HYDROXYANTHRAQUINONES

Investigation of the effect of an external heavy atom and of sensitization on the photorearrangement of 3-aryloxyanthra-6-isoxazolones to naphthophenoxazine-8,13-diones shows that it takes place from the triplet and singlet excited states of the initial compounds.The photolysis of 1-azido-2-aryloxyanthraquinones leads to the formation of anthraisoxazolones from the singlet excited state by a synchronous mechanism and phenoxazines from the triplet state of the azides.

TRANSFORMATIONS OF 1-AZIDO-2-ARYLOXYANTHRAQUINONES AND 3-ARYLOXYANTHRAISOXAZOL-6-ONES

When heated, 1-azido-2-aryloxyanthraquinones undergo cyclization to 3-aryloxyanthraisoxazol-6-ones.As a result of thermolysis the latter are converted into 5,6-phthalylphenoxazines.The 5,6-phthalylphenoxazines are also obtained directly from 1-azido-2-aryloxyanthraquinones.Kinetic measurements showed that the conversion of the azides into 5,6-phthalylphenoxazines is a consecutive process involving the intermediate formation of 3-aryloxyanthraisoxazol-6-ones.