Abstract:
Lysine is produced by a process comprising the steps of 1. Nitrating cyclohexanone to form 2-nitrocyclohexanone; 2. Nitrosating the 2-nitrocyclohexanone to form 2-nitro-6oximinocyclohexanone; 3. Ring opening the 2-nitro-6-oximinocyclohexanone in alcoholic base to form an ester of 2-oximino-6-nitrocaproic acid; 4. Hydrogenating the 2-oximino-6-nitro caproic acid alkyl ester to form an alkyl ester of lysine; and 5. Saponifying the lysine alkyl ester to afford lysine or a salt thereof.
Abstract:
A process provided for separating an Alpha -amino- omega lactam of the formula:
WHEREIN N IS AN INTEGER FROM 0 TO 12, IN ITS FREE FORM FROM THE REARRANGED MIXTURE OBTAINED BY THE Beckmann rearrangement of an Alpha -aminocycloalkanone oxime of the formula:
WHEREIN N IS AN INTEGER FROM 0 TO 12, WHICH PROCESS COMPRISES THE STEPS OF: CONTACTING THE REARRANGED MIXTURE WITH A SOLVENT SELECTED FROM THE GROUP CONSISTING OF: A. LINEAR AND CYCLIC ETHERS AND POLYETHERS, B. C3 to C8 alcohols in the absence of chloride ions, C. NITRILES CONTAINING TWO OR MORE CARBON ATOMS, D. AROMATICS AND HALOAROMATICS IN THE PRESENCE OF AT LEAST ONE OF SAID (A) OR (B), WHEREIN THE HALO SUBSTITUENT IS CHLORINE OR BROMINE AND IS ATTACHED DIRECTLY TO THE RING, E. CHLOROFORM, F. TRICHLOROETHYLENE IN THE PRESENCE OF AT LEAST ONE OF SAID (A) OR (B), AND G. MIXTURES OF TWO OR MORE OF THE ABOVE, WHILE SIMULTANEOUSLY NEUTRALIZING THE RESULTANT SOLUTION WITH AN EXCESS OF ANHYDROUS AMMONIA BASED ON THE HYDROGEN ION CONCENTRATION IN THE SOLUTION, WHEREBY AN INSOLUBLE AMMONIUM SALT PRECIPITATE IS FORMED; AND SEPARATING A SOLUTION CONTAINING AN Alpha -AMINO- omega -LACTAM IN ITS FREE FORM FROM THE PRECIPITATE.
Abstract:
This invention relates to an improved method of separating haloalkanes from alkanes or other haloalkanes of lower halogen to carbon ratio by extraction with dialkyl sulfoxides, cyclic lactams or nitroparaffins. The haloalkanes of interest are fluoroalkanes, chloroalkanes, and bromoalkanes.
Abstract:
2-Aminocycloalkanone oximes are produced by reacting, in an oxygen-free environment, hydroxylamine phosphate or hydroxylamine sulfate with anhydrous ammonia; removing the precipitated ammonium salt; adding ammonium chloride to the solution; maintaining the solution within a preselected temperature range while adding 2-chlorocycloalkanone; maintaining the desired temperature until the reaction is complete and isolating the oxime product.
Abstract:
A method of improving the yield of plants such as legumes by the application thereto of plant growth regulants comprising nitrooximino alkanoic acids and derivatives thereof having the general formula:
WHEREIN N IS AN INTEGER FROM 1 TO 12 AND WHEREIN Y is selected from the group consisting of OR, SR, NRR'' in which R and R'' are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, aryl, heterocyclic, alkenyl and alkynyl, and OR'''' in which R'''' is an alkali metal.
Abstract:
Polycondensation of monomer of the structure:
WHEREIN R is H or a C1-C6 alkyl group, wherein X is an alkyl radical of up to four carbons, chlorine or bromine, and n is O-4, affords polymers having recutting units of the structure:
These polymers have good thermal stability and transparency and a high, but not unduly high, glass transition temperature.
Abstract:
An improved continuous process for preparing cumene hydroperoxide and phenol by the controlled liquid phase air oxidation of cumene in the absence of initiators, catalysts, additives or alkalizing agents. A mixture containing cumene having a purity of at least 99.8 percent, and recycle cumene hydroperoxide which has been purified by washing with aqueous alkali metal hydroxide, followed by water wash, is oxidized in a single or multiple stage system by continuously passing through the mixture a stream of gas containing at least 8 mol percent of oxygen at a rate wherein the ratio of the mols of oxygen supplied per hour to the maximum amount of oxygen consumable per hour exdeeds 0.25 and the exit gas contains from 3-10 percent oxygen; and when oxidation is effected in a mutiple stage system the temperature is maintained stepwise from about 120* to about 80*C. while the concentration of cumene hydroperoxide in the reaction mixture is permitted to increase stepwise from about 8 percent to about 40 percent.
Abstract:
There is provided an improved method of producing an Alpha amino- omega -lactam of the formula
BY THE Beckmann rearrangement of an Alpha -aminocycloalkanone oxime of the formula
WHEREIN N IS AN INTEGER BETWEEN 0 AND 12, THE IMPROVEMENT COMPRISING THE STEPS OF: 1. DISSOLVING, IN A FIRST REACTION STEP, THE OXIME OR A MIXTURE CONTAINING THE OXIME AND AN ACID SALT THEREOF, AND NH4Cl in sulfuric acid having a concentration of about 100 to 110% (i.e., water-free sulfuric acid containing up to 45% by weight of free SO3) while maintaining a temperature in the first reaction step in the range of about -5* to 35*C; 2. removing the evolved HCl gas formed in the first reaction step; 3. ADDING, IN A SECOND REACTION STEP THE SOLUTION FROM THE FIRST REACTION STEP TO SULFURIC ACID OF A CONCENTRATION OF ABOUT 100 TO 110% OR TO A Beckmann rearrangement mixture derived from said oxime containing sulfuric acid of such concentration while maintaining a temperature in said second reaction step below about 100*C by cooling, the rate of addition of the solution and the amount of cooling being adjusted to maintain the temperature in said range, whereby a rearrangement mixture is formed; 4. REMOVING THE EVOLVED HCl gas formed in the second reaction step; and 5. STRIPPING RESIDUAL HCl from the rearrangement mixture, whereby a lactam solution substantially free of HCl is formed.
Abstract:
Lysine is produced by a process comprising the steps of 1. Nitrating cyclohexanone to form 2-nitrocyclohexanone; 2. Nitrosating the 2-nitrocyclohexanone to form 2-nitro-6oximinocyclohexanone; 3. Ring opening the 2-nitro-6-oximinocyclohexanone in alcoholic base to form an ester of 2-oximino-6-nitrocaproic acid; 4. Hydrogenating the 2-oximino-6-nitro caproic acid alkyl ester to form an alkyl ester of lysine; and 5. Saponifying the lysine alkyl ester to afford lysine or a salt thereof.