Accession Number:

AD0694307

Title:

1,2,4-TRIAZOLES AND 1,3,4-OXADIAZOLES FROM N-ACYLHYDRAZIDINES,

Descriptive Note:

Corporate Author:

BOEING SCIENTIFIC RESEARCH LABS SEATTLE WASH POLYMER SCIENCES LAB

Personal Author(s):

• Hergenrother,Paul M.
• Pratt,Thomas J.

Report Date:

1969-08-01

Pagination or Media Count:

20.0

Abstract:

N-Acylhydrazidines were prepared from low temperature solution or interfacial condensation of hydrazidines amidrazones with carboxylic acid chlorides. The N-acylhydrazidines were quantitatively converted to the corresponding 1,3,4-oxadiazoles by heating in strong acids such as trifluoroacetic acid. Whereas, conversion of the precursor N-acylhydrazidines predominantly to the corresponding 1,2,4-triazoles was affected by refluxing in solvents such as m-cresol or by melt cyclocondensation at 250 to 300C. The 1,2,4-triazoles were contaminated with 0.8 to 3.6 of 1,3,4-oxadiazole. When the cyclodehydration of N-benzoyl-2-pyridyl hydrazidine was attempted by refluxing in acetic anhydride, the major component in the product was 3-2-pyridyl-5-methyl-1,2-4-triazole. Author

Descriptors:

• (*NITROGEN HETEROCYCLIC COMPOUNDS
• SYNTHESIS(CHEMISTRY))
• (*PYRIDINES
• CHEMICAL REACTIONS)
• CONDENSATION REACTIONS
• OXYGEN HETEROCYCLIC COMPOUNDS

Subject Categories:

• Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE