Syntheses of Azido- and Diazido- 10-Methylacridinium Salts.

Authors

Adana Ocak Muschelewicz, University of Alabama at Birmingham

Document Type

Thesis

Date of Award

1981

Abstract

2-Azido- and 3,6-diazido-10-methylacridinium salts were synthesized in good yield from the corresponding nitro- and diaminoacridines. The synthetic scheme involved reduction of the nitro group to an amino function, acetylation of the primary amino group, methylation of the ring nitrogen with subsequent removal of the protecting group and diazotization of the primary amine followed by nucleophilic displacement of the diazonium salt with sodium azide.Synthesis of 4-azido-9-amino-10-methylacridinium chloride was unsuccessful at the methylation stage due to steric hindrance of the 4-acetamido group. An improved yield of 4-nitro-9-aminoacridine is also reported.

Comments

MS - Master of Science/Master of Surgery; ProQuest publication number 31752002

Recommended Citation

Muschelewicz, Adana Ocak, "Syntheses of Azido- and Diazido- 10-Methylacridinium Salts." (1981). All ETDs from UAB. 7082.
https://digitalcommons.library.uab.edu/etd-collection/7082