Hoechst Celanese Corporation

The Texas A&m University System

Bristol-myers Squibb Compnay

Apurba Bhattacharya

Michael T Sheehan

James R Sounik

Kenneth G Davenport

Carl David Murphy

John R Fritch

Larry D Zeagler

Diane E Allen

Carina A McAdams

Xuebao Wang

Carina Araullo-McAdams

Vikram C Purohit

Boyd A Keys

Wangying Yang

Victor Suarez

Nitin C Patel

Melissa Chau

Gaurang L Parmar

The present invention provides a method for the reductive acetamidation of an aryl nitro compound by reacting a substituted acid with an aryl nitro compound and adding a catalytic amount of a base with the substituted acid and the aryl nitro compound to form an acetamidation aryl nitro compound. The acetamidation aryl nitro compound is then purified.

One-pot reductive acetamidation of aryl nitro compounds

A process of producing organic compounds, such as acetaminophen, nitroalcohols and indoles, employs a catalyst system of an oxyethylene ether and a metal containing inorganic or organic reagent. The oxyethylene ether at least partially complexes the metal of the inorganic or organic reagent. As such, the reactions may be conducted neat. The processes are environmentally friendly and operationally simple.

Method of producing organic compounds in presence of oxyethylene ether catalyst and in a solvent minimized environment

An improved process is provided for synthesis of a halomethyl benzoic acid chloromethyl ester, a key intermediate for use in production of azole antifungal compounds and other pharmaceutical products.

Process for azole antifungal intermediate

The present invention provides a process for preparing a 5,6-dihydro-3H-pyrimidin-4-one derivatives which comprises the steps of (a) dehydrating a N-acyl beta amino acid in the presence of a dehydration agent and an organic solvent for a sufficient period of time and under suitable temperature and pressure conditions to form an oxazone (b) adding a carboxylic acid and a primary amine salt of a carboxylic acid to said oxazone to form a mixture, (c) distilling azeotropically said mixture for a suitable period of time and under suitable temperature and pressure conditions to substantially remove said dehydration agent and said organic solvent, and (d) heating the product of step (c) for a sufficient period of time and under suitable temperature and pressure conditions to form said pyrimidin derivatives.

Process for preparing pyrimidine derivatives

The present invention provides a process for preparing a quinazolone which comprises the steps of (a) dehydrating a N-acyl beta amino acid in the presence of a dehydration agent and an organic solvent for a sufficient period of time and under suitable temperature and pressure conditions to form an oxazone (b) adding a carboxylic acid and a primary amine salt of a carboxylic acid to said oxazone to form a mixture, (c) distilling azeotropically said mixture for a suitable period of time and under suitable temperature and pressure conditions to substantially remove said dehydration agent and said organic solvent, and (d) heating the product of step (c) for a sufficient period of time and under suitable temperature and pressure conditions to form said quinazolone.

Process for preparing quinazolones

A process for preparing a dialkali metal cromoglycate which comprises (1) condensing a hydroxy substituted ketone with a condensing agent in the presence of a base material and an organic solvent; (2) subjecting the condensed material to ring-closure conditions, first in the presence of an alkali metal alkoxide and a suitable organic solvent, then followed by the addition of substantially dry mineral acid and a suitable organic solvent; and (3) hydrolyzing the ring-closed material in the presence of a base material and a suitable organic solvent to form said cromoglycate.

Process for the preparation of dialkali metal cromoglycates

The present invention provides a novel process for preparing cyclic ketones, such as indanones, which comprises the steps of (a) subjecting a substituted ketone to suitable methylenation conditions in the presence of a methylene transfer agent and an acylating agent for a sufficient period of time and under suitable conditions of temperature and pressure to form the corresponding alpha, beta unsaturated ketone, and (b) subjecting said unsaturated ketone to suitable cyclization conditions in the presence of a suitable acid or base for a sufficient period of time and under suitable conditions of temperature and pressure to form said cyclic ketones.

Process for preparing cyclic ketones

A process is provided whereby S(+)-ibuprofen or R(-)-ibuprofen L-lysinate salt is produced by selective precipitation from a mixture containing enantiomers of ibuprofen and L-lysine. The quantity of L-lysine is not more than about a molar equivalent of the quantity of one of the enantiomers in the ibuprofen enantiomeric mixture. Upon precipitation of one ibuprofen enantiomer from the mixture, the overall precipitate and reaction mixture can be held for a sufficient period of time at a second temperature to allow the first precipitate to redissolve into the reaction mixture and the other ibuprofen enantiomer to precipitate out of the mixture in the salt form. Optically active ibuprofen is racemized by being heated at 100.degree. C. to 300.degree. C. in the substantial absence of other materials.

Selective precipitation of .alpha.-aryl carboxylic acid salts

The present invention provides a process for the production of calcium salts of hydantoic acids and which comprises the steps of reacting a hydantoin with a calcium base material such as calcium hydroxide in an aqueous medium at a sufficient temperature and for a sufficient period of time to form the calcium salt of the corresponding hydantoic acid and then separating the calcium salt of such acid from the reaction mass. This separation can include the further steps of cooling the reaction mass down to facilitate the precipitation of the acid/salt crystals and then separating the precipitate by means of filtering or centrifugating. These acids can then be subjected to a HNO.sub.2 -mediated decarbamoylation process followed by an optical resolution step to thus provide high yields of D-p-hydroxyphenylglycine which is a key synthetic immediate or building block for semi-synthetic penicillin and cephalosporins.

Process for the production of calcium salts of hydantoic acids

There is disclosed and claimed a process whereby S(+)-ibuprofen L-lysinate salt is produced by selective precipitation from a mixture containing enantiomers of ibuprofen and L-lysine. The quantity of L-lysine is not more than about a molar equivalent of the quantity of S(+)-ibuprofen in the ibuprofen enantiomeric mixture. The mother liquors after separating the above salt are enriched in R-ibuprofen which is racemized by a novel thermal racemization process and may then be recycled.

Racemization of an enantomerically enriched .alpha.-aryl carboxylic acid

A unique polymer was synthesized via copolymerization of vinylpyridine and acetoxystyrene under radical-initiated conditions followed by acidic or basic hydrolysis of the acetoxy group to afford the corresponding hydroxy group. The built-in acid-base dual functionality (phenolic and pyridyl units) in this polymer backbone gives rise to its unique solubility properties over a wide pH range in both aqueous and non-aqueous media. Due to its amphoteric nature, this polymer finds application as an anti-stat, viscosity modifier, and/or ion-exchange resin.

Growing community of inventors

Corpus Christi, TX, United States of America

Apurba Bhattacharya