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filingDate 2004-08-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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publicationDate 2005-10-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-045476-A1
titleOfInvention PROCESS FOR THE PREPARATION OF N-PHOSPHONE-METHYLGLYCIN AND DERIVATIVES OF THE SAME
abstract Production of N-phosphonomethylamines by means of the reaction of an amine substrate with halomethylphosphonic acid or a salt thereof, a hydroxymethylphosphonic acid or a salt thereof, or a dimer, trimer or oligomer of a dehydrated auto-ester of the hydroxymethylphosphonic acid, between The products that can be prepared according to the process are N-phosphonomethylaminocarboxylic acids such as (for example) glycosate, N-phosphonomethylaminoalkanes such as (for example) hydroxymethylaminophosphonic acid, and N-acylaminomethylphosphonic acids such as (for example) N-carbamylaminomethylphosphonic acid. Certain reactions are carried out with a significant excess of amine reagent to direct the conversion while avoiding excessive formation of bis (N-phosphonomethyl) amine by-products. Other reactions employ a secondary amine substrate (such as iminodiacetic acid) and can be carried out in practically equimolar ratios of halomethylaminophosphonic acid or hydroxylaminomethylphosphonic acid to secondary reactant amine without significant formation of bis (phosphonomethyl) amine by-products. In addition, a process for the preparation of self-esters of dimers, trimers and oligomers of hydroxymethylphosphonic acid by azeotropic dehydration is described. Claim 1: A process for the preparation of a product characterized in that it corresponds to the formula (1): (HO) 2-P (P) -CH2-NR1-C (R2 (R3) -R4 (1), or an ester of the phosphonic acid or a salt thereof, wherein R1 is selected from the group consisting of hydrogen and an alkyl, alkenyl, alkynyl, aryl, aralkyl, aralkenyl or substituted or unsubstituted aralkunyl group, R2 and R3 are independently selected from the group consisting of hydrogen , nitro, cyano and an substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl, aralkenyl or aralkynyl group and R4 is selected from the group consisting of cyano and a substituent corresponding to formula (2), where R5 is hydrogen or a radical that forms a carboxylate salt or an ester, and the process comprises: contacting a halomethylphosphonic acid or a salt thereof with a reactive amine comprising a compound corresponding to the formula (3): R1-NH-C ( R2) (R3) -R4 (3), where R1, R2, R3 and R4 have the va Lords that have been defined, or a dimer, oligomer or polymer of a compound of formula (3) in which R4 corresponds to formula (2), in a reaction of at least about 1.5 moles of said reactive amine per mole of halomethylphosphonic acid.
priorityDate 2003-08-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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Total number of triples: 39.