METHOD OF PRODUCING 1-[2-(5-(DIMETHYLAMINOMETHYL)-2-(FURYLMETHYLTHIO)-ETHYL)] AMINO-1-(METHYLAMINO)-2-NITROETHYLENE OR ITS HYDROCHLORIDE AND METHOD OF PRODUCING DEHYDROCHLORIDE 2-(2-AMINOETHYL)-THIOMETHYL-5-(DIMETHYLAMINOMETHYL) - FURAN OR ITS MONOHYDROCHLORIDE
The invention relates to a process for preparing the hydrochloride of 1-(2-(5-[dimethylaminomethyl]-2- [furylmethylthio]ethyl))amino-1-[methylamino]-2- nitroethylene of the formula I and is characterized in that the hydrochloride of 5-[dimethylaminomethyl]furfuryl alcohol of the formula IV is reacte...
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| creator | LAJOSH TOLDI,HU ENDRE KASTRAJNER,HU OSKAR FUCHSH,HU TIBOR BALOG,HU ANTAL SABO,HU BELA SHTEFKO,HU PETER MATIUSH,HU ESTER DISHLER,HU BEATA VITALISH,HU YANOSH BORVENDEG,HU TIBOR LANG,HU ARPAD LAZAR,HU JOZHEF ENGLER,HU TIBOR SHOMODI,HU YUDIT KOSHARI,HU NANDOR MAKK,HU |
| description | The invention relates to a process for preparing the hydrochloride of 1-(2-(5-[dimethylaminomethyl]-2- [furylmethylthio]ethyl))amino-1-[methylamino]-2- nitroethylene of the formula I and is characterized in that the hydrochloride of 5-[dimethylaminomethyl]furfuryl alcohol of the formula IV is reacted with cysteamine hydrochloride at temperatures between 50 degree C and 100 degree C in the absence of solvents - preferably in the presence of a catalytic amount of from 10 to 20 mol% of mineral acid and, where appropriate, in the presence of 5 to 10 mol% of an organic acid with a pKa of 0 to 2 or in the presence of a catalytic amount of 2 to 10 mol% of amounts, which are catalytic under the reaction conditions, of mineral acid, and possibly compounds which release organic acids with a pKa of 0 - 2, the dihydrochloride, formed in this way, of the base of the formula II is removed and the monohydrochloride of the base of the formula II is liberated therefrom with an inorganic base and is - where appropriate after intermediate isolation - reacted with 1-[methylthio]-1- [methylamino]-2-nitroethylene of the formula III at temperatures between 40 degree C and 80 degree C, and the hydrochloride thus obtained, of the base of the formula I is removed. |
| format | Patent |
| fullrecord | <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_SU1384197A3</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>SU1384197A3</sourcerecordid><originalsourceid>FETCH-epo_espacenet_SU1384197A33</originalsourceid><addsrcrecordid>eNqNjrsKwkAQRbWwEPUfpkyKKWIUtQzZjbuQ7MhmUwSREGStRAP6_5iXYEDBah73ztwzHU8SbgQxoAgOmlgWSrUHD49LdNboMNnIeRwkUlHXulhLUabzuJuNkORiJ52gNaKHzsddc6Gk0dSuuOJAGqRJQeRMUyhi0pJxCBSDbzCMD311_BLbxz1PQ9DF4Q9kQKiJA_UOTkjR4Ol8NLmU14dd9HU2goibUKCt7oV9VOXZ3uyzSDPP36683Sbw_T8sL3emXu0</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>METHOD OF PRODUCING 1-[2-(5-(DIMETHYLAMINOMETHYL)-2-(FURYLMETHYLTHIO)-ETHYL)] AMINO-1-(METHYLAMINO)-2-NITROETHYLENE OR ITS HYDROCHLORIDE AND METHOD OF PRODUCING DEHYDROCHLORIDE 2-(2-AMINOETHYL)-THIOMETHYL-5-(DIMETHYLAMINOMETHYL) - FURAN OR ITS MONOHYDROCHLORIDE</title><source>esp@cenet</source><creator>LAJOSH TOLDI,HU ; ENDRE KASTRAJNER,HU ; OSKAR FUCHSH,HU ; TIBOR BALOG,HU ; ANTAL SABO,HU ; BELA SHTEFKO,HU ; PETER MATIUSH,HU ; ESTER DISHLER,HU ; BEATA VITALISH,HU ; YANOSH BORVENDEG,HU ; TIBOR LANG,HU ; ARPAD LAZAR,HU ; JOZHEF ENGLER,HU ; TIBOR SHOMODI,HU ; YUDIT KOSHARI,HU ; NANDOR MAKK,HU</creator><creatorcontrib>LAJOSH TOLDI,HU ; ENDRE KASTRAJNER,HU ; OSKAR FUCHSH,HU ; TIBOR BALOG,HU ; ANTAL SABO,HU ; BELA SHTEFKO,HU ; PETER MATIUSH,HU ; ESTER DISHLER,HU ; BEATA VITALISH,HU ; YANOSH BORVENDEG,HU ; TIBOR LANG,HU ; ARPAD LAZAR,HU ; JOZHEF ENGLER,HU ; TIBOR SHOMODI,HU ; YUDIT KOSHARI,HU ; NANDOR MAKK,HU</creatorcontrib><description>The invention relates to a process for preparing the hydrochloride of 1-(2-(5-[dimethylaminomethyl]-2- [furylmethylthio]ethyl))amino-1-[methylamino]-2- nitroethylene of the formula I and is characterized in that the hydrochloride of 5-[dimethylaminomethyl]furfuryl alcohol of the formula IV is reacted with cysteamine hydrochloride at temperatures between 50 degree C and 100 degree C in the absence of solvents - preferably in the presence of a catalytic amount of from 10 to 20 mol% of mineral acid and, where appropriate, in the presence of 5 to 10 mol% of an organic acid with a pKa of 0 to 2 or in the presence of a catalytic amount of 2 to 10 mol% of amounts, which are catalytic under the reaction conditions, of mineral acid, and possibly compounds which release organic acids with a pKa of 0 - 2, the dihydrochloride, formed in this way, of the base of the formula II is removed and the monohydrochloride of the base of the formula II is liberated therefrom with an inorganic base and is - where appropriate after intermediate isolation - reacted with 1-[methylthio]-1- [methylamino]-2-nitroethylene of the formula III at temperatures between 40 degree C and 80 degree C, and the hydrochloride thus obtained, of the base of the formula I is removed.</description><language>eng ; rus</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>1988</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=19880323&DB=EPODOC&CC=SU&NR=1384197A3$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19880323&DB=EPODOC&CC=SU&NR=1384197A3$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>LAJOSH TOLDI,HU</creatorcontrib><creatorcontrib>ENDRE KASTRAJNER,HU</creatorcontrib><creatorcontrib>OSKAR FUCHSH,HU</creatorcontrib><creatorcontrib>TIBOR BALOG,HU</creatorcontrib><creatorcontrib>ANTAL SABO,HU</creatorcontrib><creatorcontrib>BELA SHTEFKO,HU</creatorcontrib><creatorcontrib>PETER MATIUSH,HU</creatorcontrib><creatorcontrib>ESTER DISHLER,HU</creatorcontrib><creatorcontrib>BEATA VITALISH,HU</creatorcontrib><creatorcontrib>YANOSH BORVENDEG,HU</creatorcontrib><creatorcontrib>TIBOR LANG,HU</creatorcontrib><creatorcontrib>ARPAD LAZAR,HU</creatorcontrib><creatorcontrib>JOZHEF ENGLER,HU</creatorcontrib><creatorcontrib>TIBOR SHOMODI,HU</creatorcontrib><creatorcontrib>YUDIT KOSHARI,HU</creatorcontrib><creatorcontrib>NANDOR MAKK,HU</creatorcontrib><title>METHOD OF PRODUCING 1-[2-(5-(DIMETHYLAMINOMETHYL)-2-(FURYLMETHYLTHIO)-ETHYL)] AMINO-1-(METHYLAMINO)-2-NITROETHYLENE OR ITS HYDROCHLORIDE AND METHOD OF PRODUCING DEHYDROCHLORIDE 2-(2-AMINOETHYL)-THIOMETHYL-5-(DIMETHYLAMINOMETHYL) - FURAN OR ITS MONOHYDROCHLORIDE</title><description>The invention relates to a process for preparing the hydrochloride of 1-(2-(5-[dimethylaminomethyl]-2- [furylmethylthio]ethyl))amino-1-[methylamino]-2- nitroethylene of the formula I and is characterized in that the hydrochloride of 5-[dimethylaminomethyl]furfuryl alcohol of the formula IV is reacted with cysteamine hydrochloride at temperatures between 50 degree C and 100 degree C in the absence of solvents - preferably in the presence of a catalytic amount of from 10 to 20 mol% of mineral acid and, where appropriate, in the presence of 5 to 10 mol% of an organic acid with a pKa of 0 to 2 or in the presence of a catalytic amount of 2 to 10 mol% of amounts, which are catalytic under the reaction conditions, of mineral acid, and possibly compounds which release organic acids with a pKa of 0 - 2, the dihydrochloride, formed in this way, of the base of the formula II is removed and the monohydrochloride of the base of the formula II is liberated therefrom with an inorganic base and is - where appropriate after intermediate isolation - reacted with 1-[methylthio]-1- [methylamino]-2-nitroethylene of the formula III at temperatures between 40 degree C and 80 degree C, and the hydrochloride thus obtained, of the base of the formula I is removed.</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>1988</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNqNjrsKwkAQRbWwEPUfpkyKKWIUtQzZjbuQ7MhmUwSREGStRAP6_5iXYEDBah73ztwzHU8SbgQxoAgOmlgWSrUHD49LdNboMNnIeRwkUlHXulhLUabzuJuNkORiJ52gNaKHzsddc6Gk0dSuuOJAGqRJQeRMUyhi0pJxCBSDbzCMD311_BLbxz1PQ9DF4Q9kQKiJA_UOTkjR4Ol8NLmU14dd9HU2goibUKCt7oV9VOXZ3uyzSDPP36683Sbw_T8sL3emXu0</recordid><startdate>19880323</startdate><enddate>19880323</enddate><creator>LAJOSH TOLDI,HU</creator><creator>ENDRE KASTRAJNER,HU</creator><creator>OSKAR FUCHSH,HU</creator><creator>TIBOR BALOG,HU</creator><creator>ANTAL SABO,HU</creator><creator>BELA SHTEFKO,HU</creator><creator>PETER MATIUSH,HU</creator><creator>ESTER DISHLER,HU</creator><creator>BEATA VITALISH,HU</creator><creator>YANOSH BORVENDEG,HU</creator><creator>TIBOR LANG,HU</creator><creator>ARPAD LAZAR,HU</creator><creator>JOZHEF ENGLER,HU</creator><creator>TIBOR SHOMODI,HU</creator><creator>YUDIT KOSHARI,HU</creator><creator>NANDOR MAKK,HU</creator><scope>EVB</scope></search><sort><creationdate>19880323</creationdate><title>METHOD OF PRODUCING 1-[2-(5-(DIMETHYLAMINOMETHYL)-2-(FURYLMETHYLTHIO)-ETHYL)] AMINO-1-(METHYLAMINO)-2-NITROETHYLENE OR ITS HYDROCHLORIDE AND METHOD OF PRODUCING DEHYDROCHLORIDE 2-(2-AMINOETHYL)-THIOMETHYL-5-(DIMETHYLAMINOMETHYL) - FURAN OR ITS MONOHYDROCHLORIDE</title><author>LAJOSH TOLDI,HU ; ENDRE KASTRAJNER,HU ; OSKAR FUCHSH,HU ; TIBOR BALOG,HU ; ANTAL SABO,HU ; BELA SHTEFKO,HU ; PETER MATIUSH,HU ; ESTER DISHLER,HU ; BEATA VITALISH,HU ; YANOSH BORVENDEG,HU ; TIBOR LANG,HU ; ARPAD LAZAR,HU ; JOZHEF ENGLER,HU ; TIBOR SHOMODI,HU ; YUDIT KOSHARI,HU ; NANDOR MAKK,HU</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_SU1384197A33</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; rus</language><creationdate>1988</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>LAJOSH TOLDI,HU</creatorcontrib><creatorcontrib>ENDRE KASTRAJNER,HU</creatorcontrib><creatorcontrib>OSKAR FUCHSH,HU</creatorcontrib><creatorcontrib>TIBOR BALOG,HU</creatorcontrib><creatorcontrib>ANTAL SABO,HU</creatorcontrib><creatorcontrib>BELA SHTEFKO,HU</creatorcontrib><creatorcontrib>PETER MATIUSH,HU</creatorcontrib><creatorcontrib>ESTER DISHLER,HU</creatorcontrib><creatorcontrib>BEATA VITALISH,HU</creatorcontrib><creatorcontrib>YANOSH BORVENDEG,HU</creatorcontrib><creatorcontrib>TIBOR LANG,HU</creatorcontrib><creatorcontrib>ARPAD LAZAR,HU</creatorcontrib><creatorcontrib>JOZHEF ENGLER,HU</creatorcontrib><creatorcontrib>TIBOR SHOMODI,HU</creatorcontrib><creatorcontrib>YUDIT KOSHARI,HU</creatorcontrib><creatorcontrib>NANDOR MAKK,HU</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>LAJOSH TOLDI,HU</au><au>ENDRE KASTRAJNER,HU</au><au>OSKAR FUCHSH,HU</au><au>TIBOR BALOG,HU</au><au>ANTAL SABO,HU</au><au>BELA SHTEFKO,HU</au><au>PETER MATIUSH,HU</au><au>ESTER DISHLER,HU</au><au>BEATA VITALISH,HU</au><au>YANOSH BORVENDEG,HU</au><au>TIBOR LANG,HU</au><au>ARPAD LAZAR,HU</au><au>JOZHEF ENGLER,HU</au><au>TIBOR SHOMODI,HU</au><au>YUDIT KOSHARI,HU</au><au>NANDOR MAKK,HU</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>METHOD OF PRODUCING 1-[2-(5-(DIMETHYLAMINOMETHYL)-2-(FURYLMETHYLTHIO)-ETHYL)] AMINO-1-(METHYLAMINO)-2-NITROETHYLENE OR ITS HYDROCHLORIDE AND METHOD OF PRODUCING DEHYDROCHLORIDE 2-(2-AMINOETHYL)-THIOMETHYL-5-(DIMETHYLAMINOMETHYL) - FURAN OR ITS MONOHYDROCHLORIDE</title><date>1988-03-23</date><risdate>1988</risdate><abstract>The invention relates to a process for preparing the hydrochloride of 1-(2-(5-[dimethylaminomethyl]-2- [furylmethylthio]ethyl))amino-1-[methylamino]-2- nitroethylene of the formula I and is characterized in that the hydrochloride of 5-[dimethylaminomethyl]furfuryl alcohol of the formula IV is reacted with cysteamine hydrochloride at temperatures between 50 degree C and 100 degree C in the absence of solvents - preferably in the presence of a catalytic amount of from 10 to 20 mol% of mineral acid and, where appropriate, in the presence of 5 to 10 mol% of an organic acid with a pKa of 0 to 2 or in the presence of a catalytic amount of 2 to 10 mol% of amounts, which are catalytic under the reaction conditions, of mineral acid, and possibly compounds which release organic acids with a pKa of 0 - 2, the dihydrochloride, formed in this way, of the base of the formula II is removed and the monohydrochloride of the base of the formula II is liberated therefrom with an inorganic base and is - where appropriate after intermediate isolation - reacted with 1-[methylthio]-1- [methylamino]-2-nitroethylene of the formula III at temperatures between 40 degree C and 80 degree C, and the hydrochloride thus obtained, of the base of the formula I is removed.</abstract><oa>free_for_read</oa></addata></record> |
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| language | eng ; rus |
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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 | METHOD OF PRODUCING 1-[2-(5-(DIMETHYLAMINOMETHYL)-2-(FURYLMETHYLTHIO)-ETHYL)] AMINO-1-(METHYLAMINO)-2-NITROETHYLENE OR ITS HYDROCHLORIDE AND METHOD OF PRODUCING DEHYDROCHLORIDE 2-(2-AMINOETHYL)-THIOMETHYL-5-(DIMETHYLAMINOMETHYL) - FURAN OR ITS MONOHYDROCHLORIDE |
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