Spiro-.DELTA..sup.3 -1,2,3-thiadiazolines and a method for the preparation thereof
AssigneeShell Oil Company
InventorsKurt H. Pilgram, Richard D. Skiles
Life of this patent
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Abstract
Spiro-.DELTA..sup.3 -1,2,3-thiadiazolines of the formula: ##STR1## wherein R.sub.F represents a perfluoroalkyl group having from 1 to 6 carbon atoms, each X and each Y is independently selected from the class consisting of hydrogen, halogens, lower alkyl, and halogen-substituted lower alkyl, Z is fluorine, chlorine, or bromine, p is an integer from 2 to 6, and n is either 1 or 2; and a method for the preparation of such compounds comprising the reaction of certain acylated perfluorinated aliphatic aldehyde hydrazones with a thionyl halide.
Claims6
A compound of the formula ##STR16## wherein R.sub.F represents a perfluoroalkyl group having from 1 to 6 carbon atoms, inclusive,
- each X and each Y is independently selected from the group consisting of hydrogen, halogens, lower alkyl having from 1 to 4 carbon atoms inclusive, and halogensubstituted lower alkyl having from 1 to 4 carbon atoms, inclusive,
- Z is selected from the class consisting of fluorine, chlorine, and bromine,
- p is an integer from 2 to 6, inclusive, and
- n is the integer one or the integer two.
A compound of the formula ##STR17## wherein R.sub.F represents a perfluoroalkyl group having from one to four carbon atoms, inclusive,
- Z is selected from the class consisting of fluorine, chlorine, and bromine,
- p is an integer from two to four, inclusive, and
- n is the integer one or the integer two.
A process for the preparation of spiro-.DELTA..sup.3 -1,2,3-thiadiazoline derivatives, which comprises reacting a compound selected from the class consisting of thionyl fluoride, thionyl chloride and thionyl bromide with an acylated perfluoroaliphatic aldehyde hydrazone of the formula ##STR18## wherein R.sub.F is a perfluoroalkyl group having from 1 to 6 carbon atoms, inclusive,
- each X and each Y is independently selected from the group consisting of hydrogen, halogens, lower alkyl having from 1 to 4 carbon atoms, inclusive, and halogen-substituted lower alkyl having from 1 to 4 carbon atoms, inclusive, and
- p is an integer from 2 to 6, inclusive.
Dependencies are inferred from the claim text.