{"id":{"repo_id":"uab","oai_identifier":"oai:digitalcommons.library.uab.edu:etd-collection-8074"},"canonical_url":"https://search.dev.ndltd.org/etd/uab/oai:digitalcommons.library.uab.edu:etd-collection-8074","repository":{"repo_id":"uab","name":"University of Alabama Birmingham","base_url":"https://digitalcommons.library.uab.edu/do/oai/"},"display":{"title":"Syntheses of Azido- and Diazido- 10-Methylacridinium Salts.","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.","abstract_html":"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.","abstract_has_math":false,"creators":["Muschelewicz, Adana Ocak"],"institution":null,"degree_name":null,"degree_level":"Thesis","degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":1981,"date_issued":"1981-01-01T08:00:00Z","date_published":"1981-01-01T08:00:00Z","updated_at":"2026-07-24T05:05:57Z","subjects":["Synthetic scheme","Sodium azide","Diazotization","Primary amino group","Nucleophilic displacement"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://digitalcommons.library.uab.edu/etd-collection/7082","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Muschelewicz, Adana Ocak"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"thesis:degree_level","label":"Degree Level","values":["Thesis"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Synthetic scheme","Sodium azide","Diazotization","Primary amino group","Nucleophilic displacement"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://digitalcommons.library.uab.edu/etd-collection/7082"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["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."]},{"key":"dc:title","label":"Title","values":["Syntheses of Azido- and Diazido- 10-Methylacridinium Salts."]}]}],"canonical_facts":{"dc:creator":["Muschelewicz, Adana Ocak"],"dc:description.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."],"dc:identifier":["https://digitalcommons.library.uab.edu/etd-collection/7082"],"dc:subject":["Synthetic scheme","Sodium azide","Diazotization","Primary amino group","Nucleophilic displacement"],"dc:title":["Syntheses of Azido- and Diazido- 10-Methylacridinium Salts."],"thesis:degree_level":["Thesis"]},"updated_at":"2026-07-24T05:05:57Z"}