US 5,292,951 AGranted

1,3,4-oxadiazoles containing the pentafluorothio (SF.sub.5) group

AssigneeThe United States of America as represented by the Secretary of the Navy

InventorMichael E. Sitzmann

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Abstract

1,3,4-Oxadiazoles of the formula ##STR1## are prepared by cyclization (dehydration) of the corresponding diacylhydines of the formula R.sub.1 C(O)NHNHC(O)R.sub.2 with phosphorous pentachloride or phosphorous oxychloride wherein R.sub.1 is --CF.sub.2 CF.sub.2 CF.sub.2 SF.sub.5, --CF.sub.2 CF.sub.2 SF.sub.5, or --CH.sub.2 SF.sub.5 and R.sub.2 is --CH.sub.2 CH.sub.2 C(NO.sub.2).sub.3, --CH.sub.2 CH.sub.2 C(NO.sub.2).sub.2 F, --CF.sub.2 CF.sub.2 CF.sub.3, --CF.sub.2 CF.sub.3, --CF.sub.3, or --CH.sub.2 SF.sub.5.

Claims8

Dependent claims

A diacylhydrazine that is

N-(4-pentafluorothioperfluorobutyryl)-N'-(4,4,4-trinitrobutyryl)hydrazine,
N-(3-pentafluorothioperfluoropropionyl)-N'-(4,4,4-trinitrobutyryl)hydrazine
N-(4-pentafluorothioperfluorobutyryl)-N'-(4-fluoro-4,4-dinitrobutyryl)hydra zine,
N-(3-pentafluorothioperfluoropropionyl)-N'-(4-fluoro-4,4-dinitrobutyryl)hyd razine,
N-(4-pentafluorothioperfluorobutyryl)-N'-(pentafluorothioacetyl)hydrazine,
N-(3-pentafluorothioperfluoropropionyl)-N'-pentafluorothioacetyl)hydrazine,
N-(pentafluorothioacetyl)-N'-(4,4,4-trinitrobutyryl)hydrazine,
N-(pentafluorothioacetyl)-N'-(4-fluoro-4,4-dinitrobutyryl)hydrazine,
N-pentafluorothioacetyl)-N'-(perfluorobutyryl)hydrazine,
N-(pentafluorothioacetyl)-N'-(perfluoropropionyl)hydrazine, or
N-(pentafluorothioacetyl)-N'-(trifluoroacetyl)hydrazine.

8 more elements

Dependencies are inferred from the claim text.

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Abstract