Eastman-kodak Company

Francesco DeBellis

Chang K Kim

David Hoke

Robert F Romanet

Joan C Potenza

Alice J Kim, Legal Representative

Ping W Tang

Michael E Campbell

An oxadiazole compound and process of making same, is represented by Formula I: wherein Rrepresents a substituted or unsubstituted straight, branched, or cyclo-alkyl group having at least two carbon atoms, and Rrepresents an alkyl, aryl, or heteroaryl group.

Oxadiazoles and their manufacture

A method for the preparation of N-pyrazolylamidoximes of the general formula I  with hydrazine.

Method for preparation of N-pyrazolylamidoximes

There are described intermediates for the preparation of known pyrazoloazole photographic magenta dye forming couplers and processes for making and using these intermediates. The intermediates are low molecular weight compounds represented by the structure: ##STR1## wherein: R, X, R.sup.1 and Y are defined herein. The process for making these intermediates involves diazotizing a 5-amino-1H-pyrazole to produce a 5-diazo-1H-pyrazole, then condensing the diazotized product with an active methine or methylene compound having a pKa of 14 or less to produce a substituted hydrazone and then subjecting the hydrazone to cyclization and reduction, in either order.

Intermediates for the preparation of pyrazoloazole photographic

The invention provides a process for preparing a 4-amino-5-mercapto-3-substituted-�1,2,4!triazole comprising reacting a thiocarbohydrazide with a carboxylic acid in the presence of an organic solvent and a boron compound having the formula ##STR1## where R.sup.2, R.sup.3, and R.sup.4 are independently selected from the group consisting of hydrogen, hydroxy, amino, alkyl, aryl, alkoxy, and aryloxy groups. The process provides a safer low temperature process for preparing the desired compound.

Process for preparation of a

A process for the desulfurization, and halogenation of a 1-acyl-7-acylthio-3,6-disubstituted-1H-pyrazolo[5,1-c]-1,2,4-triazole first compound comprises reacting the compound with an excess of a halogenating agent whereby a 3,6-disubstituted-7,7-dihalo-1H-pyrazolo[5,1-c]-1,2,4-triazole compound is formed.

Oxidative desulfurization and halogenation of thioacylated

Mono-acylated hydrazines are prepared in high yield by reaction of a hydrazine salt with an azole derivative of acyl halide in the presence of a strong base. Useful hydrazine salts include those of the formula RNHNH.sub.2 .multidot.HX, where R is alkyl, aryl, aralkyl, acyl, aroyl, heterocyclic or heteroaryl, and HX is a mineral or organic acid. Useful azole derivatives include those of the formula R'CO--A, where R' is alkyl, aryl, aralkyl, heterocyclic or heteroaryl and A is an azole radical such as pyrrole, imidazole, pyrazole, triazole, tetrazole, indole or benzimidazole.

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Rochester, NY, United States of America

Francesco DeBellis