PRODUCTION OF N, N'-BIS(ALKOXYALKYL)-PYRIDINE- 2, 4-DICARBOXAMIDE
The invention relates to a process for the preparation of N,N'-bis(alkoxyalkyl)diamides of pyridine-2,4-dicarboxylic acid, and to the use of these compounds for preparing drugs for oral administration. The process according to the invention yields the compounds of the formula I in which R is C1...
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creator | EKEHARUTO BAADAA FUORUKUMARU GIYUNTSURAA-PUKARU MARUTEIN BITSUKERU HAARARUTO BURUKUHARUTO |
description | The invention relates to a process for the preparation of N,N'-bis(alkoxyalkyl)diamides of pyridine-2,4-dicarboxylic acid, and to the use of these compounds for preparing drugs for oral administration. The process according to the invention yields the compounds of the formula I in which R is C1-C4-alkyl which is monosubstituted with C1-C4-alkoxy, by initially A) reacting pyridine-2,4-dicarboxylic acid in toluene with a 2-3-fold excess of SOCl2 at temperatures of 90-110 DEG C, dissolving the resulting intermediate in dioxane and B) mixing 4 times the molar amount of alkoxyalkylamine of the formula II H2N-(R )-OR (II) in which R is C1-C4-alkylene and R is C1-C4-alkyl with dioxane, and subsequently, at a temperature of -5 to +5 DEG C, either adding the solution prepared as in A) dropwise to the solution prepared as in B), or adding the solution prepared as in B) dropwise to the solution prepared as in A), and then allowing reaction to continue at room temperature. |
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The process according to the invention yields the compounds of the formula I in which R is C1-C4-alkyl which is monosubstituted with C1-C4-alkoxy, by initially A) reacting pyridine-2,4-dicarboxylic acid in toluene with a 2-3-fold excess of SOCl2 at temperatures of 90-110 DEG C, dissolving the resulting intermediate in dioxane and B) mixing 4 times the molar amount of alkoxyalkylamine of the formula II H2N-(R )-OR (II) in which R is C1-C4-alkylene and R is C1-C4-alkyl with dioxane, and subsequently, at a temperature of -5 to +5 DEG C, either adding the solution prepared as in A) dropwise to the solution prepared as in B), or adding the solution prepared as in B) dropwise to the solution prepared as in A), and then allowing reaction to continue at room temperature.</description><language>eng</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><creationdate>1990</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=19900323&DB=EPODOC&CC=JP&NR=H0283371A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76289</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19900323&DB=EPODOC&CC=JP&NR=H0283371A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>EKEHARUTO BAADAA</creatorcontrib><creatorcontrib>FUORUKUMARU GIYUNTSURAA-PUKARU</creatorcontrib><creatorcontrib>MARUTEIN BITSUKERU</creatorcontrib><creatorcontrib>HAARARUTO BURUKUHARUTO</creatorcontrib><title>PRODUCTION OF N, N'-BIS(ALKOXYALKYL)-PYRIDINE- 2, 4-DICARBOXAMIDE</title><description>The invention relates to a process for the preparation of N,N'-bis(alkoxyalkyl)diamides of pyridine-2,4-dicarboxylic acid, and to the use of these compounds for preparing drugs for oral administration. The process according to the invention yields the compounds of the formula I in which R is C1-C4-alkyl which is monosubstituted with C1-C4-alkoxy, by initially A) reacting pyridine-2,4-dicarboxylic acid in toluene with a 2-3-fold excess of SOCl2 at temperatures of 90-110 DEG C, dissolving the resulting intermediate in dioxane and B) mixing 4 times the molar amount of alkoxyalkylamine of the formula II H2N-(R )-OR (II) in which R is C1-C4-alkylene and R is C1-C4-alkyl with dioxane, and subsequently, at a temperature of -5 to +5 DEG C, either adding the solution prepared as in A) dropwise to the solution prepared as in B), or adding the solution prepared as in B) dropwise to the solution prepared as in A), and then allowing reaction to continue at room temperature.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1990</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHAMCPJ3CXUO8fT3U_B3U_DTUfBT13XyDNZw9PH2j4gEkpE-mroBkUGeLp5-rroKRjoKJrouns6OQU7-EY6-ni6uPAysaYk5xam8UJqbQcHNNcTZQze1ID8-tbggMTk1L7Uk3ivAw8DIwtjY3NDRmAglADXXKf0</recordid><startdate>19900323</startdate><enddate>19900323</enddate><creator>EKEHARUTO BAADAA</creator><creator>FUORUKUMARU GIYUNTSURAA-PUKARU</creator><creator>MARUTEIN BITSUKERU</creator><creator>HAARARUTO BURUKUHARUTO</creator><scope>EVB</scope></search><sort><creationdate>19900323</creationdate><title>PRODUCTION OF N, N'-BIS(ALKOXYALKYL)-PYRIDINE- 2, 4-DICARBOXAMIDE</title><author>EKEHARUTO BAADAA ; FUORUKUMARU GIYUNTSURAA-PUKARU ; MARUTEIN BITSUKERU ; HAARARUTO BURUKUHARUTO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_JPH0283371A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1990</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</topic><toplevel>online_resources</toplevel><creatorcontrib>EKEHARUTO BAADAA</creatorcontrib><creatorcontrib>FUORUKUMARU GIYUNTSURAA-PUKARU</creatorcontrib><creatorcontrib>MARUTEIN BITSUKERU</creatorcontrib><creatorcontrib>HAARARUTO BURUKUHARUTO</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>EKEHARUTO BAADAA</au><au>FUORUKUMARU GIYUNTSURAA-PUKARU</au><au>MARUTEIN BITSUKERU</au><au>HAARARUTO BURUKUHARUTO</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>PRODUCTION OF N, N'-BIS(ALKOXYALKYL)-PYRIDINE- 2, 4-DICARBOXAMIDE</title><date>1990-03-23</date><risdate>1990</risdate><abstract>The invention relates to a process for the preparation of N,N'-bis(alkoxyalkyl)diamides of pyridine-2,4-dicarboxylic acid, and to the use of these compounds for preparing drugs for oral administration. 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subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS |
title | PRODUCTION OF N, N'-BIS(ALKOXYALKYL)-PYRIDINE- 2, 4-DICARBOXAMIDE |
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