Eastman-kodak Company

Other

Paul R Buckland

Llewellyn J Leyshon

Sundaram Krishnamurthy

Lee H Latimer

Paul A Burns

John Demita Goddard

Robert N Gourley

Kenneth N Kilminster

Brian H Johnston

David C Vogel

This invention relates to a process for preparing aqueous solutions of O-alkylhydroxylamine salts. The process involves converting hydroxylamine salts to their O-alkyl derivatives without the isolation of intermediates. More specifically, the process involves three steps. The first step, Step (A), involves forming a ketoxime. The second step, Step (B), involves adding an alkylating agent to the ketoxime formed in Step (A). The third step, Step (C), involves hydrolysing the alkylated ketoxime formed in Step (B) to yield an O-alkylhydroxylamine salt. O-alkylhydroxylamine salts are important intermediates in the preparation of herbicides.

Process for preparing o-alkylhydroxylamine salts without the isolation

Nitroanilides and their preparation

This invention relates to a process for preparing aminoacetonitriles in one vessel. The process involves the steps of: (A) reacting an alkali metal cyanide with an aldehyde in water to form a cyanohydrin; (B) extracting the cyanohydrin formed in Step (A) into a water immiscible solvent to form a two phase system comprising a water immiscible phase containing the cyanohydrin and an aqueous phase; (C) removing at least 50 weight percent, based on the weight of the water immiscible phase, of the water immiscible solvent from the water immiscible phase thereby concentrating the cyanohydrin; (D) adding a water miscible amide solvent to the concentrated cyanohydrin to form a cyanohydrin solution; and (E) passing ammonia through the cyanohydrin solution to obtain an aminoacetonitrile. Aminoacetonitriles are important intermediates in the preparation of amino acids, thiadiazoles, acylaminoacetonitriles, and imidazole derivatives.

Process for preparing aminoacetonitriles in one vessel

This invention relates to two processes for preparing aminoacetonitriles in one vessel under anhydrous conditions. Process I involves the steps of: (A) reacting trimethylsilyl cyanide and an aldehyde in a water miscible amide solvent to obtain a silyl blocked cyanohydrin solution; (B) adding a catalytic amount of water to the silyl blocked cyanohydrin solution from Step (A); and (C) passing ammonia through the solution to obtain an aminoacetonitrile. Process II involves the steps of: (A') reacting trimethylsilyl cyanide with an aldehyde in the absence of solvent to form a silyl blocked cyanohydrin; (B') adding a water miscible amide solvent to the silyl blocked cyanohydrin from Step (A') to obtain a solution; and (C') passing ammonia through the solution to obtain an aminoacetonitrile. Aminoacetonitriles are important intermediates in the preparation of amino acids, thiadiazoles, acylaminoacetonitriles, and imidazole derivatives.

Single vessel synthesis of aminoacetonitriles

Omega-alkanesulfonoxyalkanamides which are useful as alkylating agents are provided. Such alkylating agents are particularly useful for appending groups of the formula --Y--CONR.sup.8 R.sup.9 wherein Y is selected from the group consisting of unsubstituted or substituted trimethylene, tetramethylene, or pentamethylene; and R.sup.8 and R.sup.9 are hydrogen or various hydrocarbyl radicals onto electrophilic sulfur, oxygen or nitrogen moieties.

Sulfonate ester

A method for the preparation of omega-arylthioalkanamides, especially omega-imidazolylthioalkanamides useful, for example, in the preparation of certain antihypercholesterolemic agents is disclosed. The method involves three steps including an addition reaction between a lactone and an amine to produce an omega-hydroxyalkanamide; a condensation reaction between said omega-hydroxyalkanamide and an alkanesulfonic acid halide or anhydride to produce an alkanesulfonate ester; reaction of said alkanesulfonate ester with a salt of an aromatic mercaptan, especially an imidazole-2-thiol, to produce the omega-imidazolylthioalkanamides.

Preparation of omega-substituted alkanamide

A photographic yellow dye-forming coupler is represented by the formula: ##STR1## wherein: R.sup.1 is alkyl of 1 to 4 carbon atoms;

Color photographic element, compounds and process

This invention relates to a method for reducing a nitro group substituent on an aromatic compound to an amino group and is characterized by treatment of the compound in the presence of iron or zinc and a halogen-containing aliphatic carboxylic acid.

Method for reducing aromatic nitro groups

Novel pyrazolone photographic couplers contain in the coupling position a coupling-off group represented by the formula: ##STR1## wherein: L.sub.1 and L.sub.2 individually are unsubstituted or substituted methylene or ethylene;

Photographic silver halide element and process

Novel photographic acetanilide dye-forming couplers comprise a group comprising a stabilizer moiety represented by the formula: ##STR1## wherein R.sup.2 is halogen or alkoxy having 1 to 4 carbon atoms; R.sup.3 is hydrogen, halogen, alkyl or alkoxy; R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are individually alkyl; ##STR2## R.sup.8 and R.sup.9 are individually hydrogen or alkyl; R.sup.10 is hydrogen, alkyl or aryl; and X is a linking group. Such couplers provide advantageous stability in dyes formed from the couplers. These couplers are useful in photographic silver halide materials and processes.

Photographic acetanilide couplers with novel ballast group and

Pyrazolo[3,2-c]-s-triazole dye-forming couplers containing in the 6-position a substituted or unsubstituted tertiary alkyl group and in the 3-position a substituted or unsubstituted aryl group in photographic materials and processes provide dyes of improved light stability. These couplers are particularly useful in combination with alkoxybenzene dye image stabilizers.

Growing community of inventors

Rochester, NY, United States of America

Paul R Buckland