A PROCESS FOR THE PRODUCTION OF 2,5-DIAMINO-4,6-DICHLOROPYRMIDINE
A process for the production of 2,5-diamino-4,6--dichloropyrimidine of the formula: (see formula I) wherein, in a first step, an aminomalonic ester of the general formula: (see formula II) in which R1 denotes a C1-C6 alkyl group, or a salt thereof is cyclised with guanidine or a salt thereof in the...
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creator | STUCKY, GERHARD IMWINKELRIED, RENE |
description | A process for the production of 2,5-diamino-4,6--dichloropyrimidine of the formula: (see formula I) wherein, in a first step, an aminomalonic ester of the general formula: (see formula II) in which R1 denotes a C1-C6 alkyl group, or a salt thereof is cyclised with guanidine or a salt thereof in the presence of a base to yield a 2,5-diamino-4,6-dihydroxypyrimidine of the formula: (see formula III) or a salt thereof, chlorinating the latter in a second step with a chlorinating agent in the presence of an amide of the general formula: (see formula (IV) in which R2 is a 5- or 6-membered N-heterocycloalkyl residue, which is optionally substituted on the nitrogen atom, or -NR3R4, in which R3 and R4 are identical or different and represent a C1-C6 alkyl group or a benzyl group, to yield a 4,6--dichloropyrimidine of the general formula: (see formula V) in which R2 is defined as above and R5 denotes -NH21-NH-CH=O or -N=CH-R2, in which R2 is defined as above, and reacting the compound V in a third step with a carboxylic acid of the general formula: (see formula VI) in which R6 denotes a C1-C6 alkyl group, branched or unbranched, or a C3-C6 cycloalkyl group, in an aqueous alcoholic solution to yield the final product of formula (I). |
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fre</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2010</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20100601&DB=EPODOC&CC=CA&NR=2512305C$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25555,76308</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20100601&DB=EPODOC&CC=CA&NR=2512305C$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>STUCKY, GERHARD</creatorcontrib><creatorcontrib>IMWINKELRIED, RENE</creatorcontrib><title>A PROCESS FOR THE PRODUCTION OF 2,5-DIAMINO-4,6-DICHLOROPYRMIDINE</title><description>A process for the production of 2,5-diamino-4,6--dichloropyrimidine of the formula: (see formula I) wherein, in a first step, an aminomalonic ester of the general formula: (see formula II) in which R1 denotes a C1-C6 alkyl group, or a salt thereof is cyclised with guanidine or a salt thereof in the presence of a base to yield a 2,5-diamino-4,6-dihydroxypyrimidine of the formula: (see formula III) or a salt thereof, chlorinating the latter in a second step with a chlorinating agent in the presence of an amide of the general formula: (see formula (IV) in which R2 is a 5- or 6-membered N-heterocycloalkyl residue, which is optionally substituted on the nitrogen atom, or -NR3R4, in which R3 and R4 are identical or different and represent a C1-C6 alkyl group or a benzyl group, to yield a 4,6--dichloropyrimidine of the general formula: (see formula V) in which R2 is defined as above and R5 denotes -NH21-NH-CH=O or -N=CH-R2, in which R2 is defined as above, and reacting the compound V in a third step with a carboxylic acid of the general formula: (see formula VI) in which R6 denotes a C1-C6 alkyl group, branched or unbranched, or a C3-C6 cycloalkyl group, in an aqueous alcoholic solution to yield the final product of formula (I).</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2010</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHB0VAgI8nd2DQ5WcPMPUgjxcAXxXUKdQzz9_RT83RSMdEx1XTwdfT39_HVNdMyAbGcPH_8g_4DIIF9PF08_Vx4G1rTEnOJUXijNzSDv5hri7KGbWpAfn1pckJicmpdaEu_saGRqaGRsYOpsTFgFAOfNKWw</recordid><startdate>20100601</startdate><enddate>20100601</enddate><creator>STUCKY, GERHARD</creator><creator>IMWINKELRIED, RENE</creator><scope>EVB</scope></search><sort><creationdate>20100601</creationdate><title>A PROCESS FOR THE PRODUCTION OF 2,5-DIAMINO-4,6-DICHLOROPYRMIDINE</title><author>STUCKY, GERHARD ; IMWINKELRIED, RENE</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_CA2512305C3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; fre</language><creationdate>2010</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>STUCKY, GERHARD</creatorcontrib><creatorcontrib>IMWINKELRIED, RENE</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>STUCKY, GERHARD</au><au>IMWINKELRIED, RENE</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>A PROCESS FOR THE PRODUCTION OF 2,5-DIAMINO-4,6-DICHLOROPYRMIDINE</title><date>2010-06-01</date><risdate>2010</risdate><abstract>A process for the production of 2,5-diamino-4,6--dichloropyrimidine of the formula: (see formula I) wherein, in a first step, an aminomalonic ester of the general formula: (see formula II) in which R1 denotes a C1-C6 alkyl group, or a salt thereof is cyclised with guanidine or a salt thereof in the presence of a base to yield a 2,5-diamino-4,6-dihydroxypyrimidine of the formula: (see formula III) or a salt thereof, chlorinating the latter in a second step with a chlorinating agent in the presence of an amide of the general formula: (see formula (IV) in which R2 is a 5- or 6-membered N-heterocycloalkyl residue, which is optionally substituted on the nitrogen atom, or -NR3R4, in which R3 and R4 are identical or different and represent a C1-C6 alkyl group or a benzyl group, to yield a 4,6--dichloropyrimidine of the general formula: (see formula V) in which R2 is defined as above and R5 denotes -NH21-NH-CH=O or -N=CH-R2, in which R2 is defined as above, and reacting the compound V in a third step with a carboxylic acid of the general formula: (see formula VI) in which R6 denotes a C1-C6 alkyl group, branched or unbranched, or a C3-C6 cycloalkyl group, in an aqueous alcoholic solution to yield the final product of formula (I).</abstract><oa>free_for_read</oa></addata></record> |
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subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY |
title | A PROCESS FOR THE PRODUCTION OF 2,5-DIAMINO-4,6-DICHLOROPYRMIDINE |
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