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Issue 41, 2020
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A novel pathway for the thermolysis of N-nitrosoanthranilates using flash vacuum pyrolysis leading to 7-aminophthalides

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Abstract

Flash vacuum pyrolysis of methyl N-methyl-N-nitrosoanthranilate leads to elimination of nitric oxide and disproportionation of the formed N-radical to 7-(methylamino)phthalide and methyl N-methylanthranilate. This transformation was found to be a convenient, solvent-free method for the preparation of 7-(methylamino)phthalides. An alternative route through pyrolysis of N-benzyl-N-methyl anthranilates was also investigated.

Graphical abstract: A novel pathway for the thermolysis of N-nitrosoanthranilates using flash vacuum pyrolysis leading to 7-aminophthalides

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Supplementary files

Article information


Submitted
22 Sep 2020
Accepted
13 Oct 2020
First published
13 Oct 2020

This article is Open Access

Org. Biomol. Chem., 2020,18, 8371-8375
Article type
Communication

A novel pathway for the thermolysis of N-nitrosoanthranilates using flash vacuum pyrolysis leading to 7-aminophthalides

D. Zlatković, D. Dallinger and C. O. Kappe, Org. Biomol. Chem., 2020, 18, 8371 DOI: 10.1039/D0OB01946A

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