Uusi menetelmä 4-metyyli-5-(2-kloori-etyyli)-tiatsolin ja sen analogien valmistamiseksi
The invention relates to 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazoles of the general formula I, wherein R is a straight-chain 2-chloro-C2-5-alkyl group and a process for their preparation, which is characterized by (A1) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the general fo...
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creator | KISS, PAL MORASZ, FERENC SPERBER, FERENC MOLNAR, ERZSEBET KOVARI, ARPAD SZABO, ERZSEBET HEJA, GERGELY GYORI, PETER GARACZY, SANDOR GOENCZI, CSABA MIHALOVICS, GYOERGY SUETO, MIHALY BONE, ISTVAN BUTTKAI, ILDIKO BAN, KAROLY PALOSI, ENDRE NEMETH, ATTILA SZVOBODA, IDA SZALAY, ERZSEBET GYURE, KAROLY LEDNICZKY, LASZLO KORBONITS, DEZSO |
description | The invention relates to 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazoles of the general formula I, wherein R is a straight-chain 2-chloro-C2-5-alkyl group and a process for their preparation, which is characterized by (A1) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the general formula IV in an organic solvent with gaseous hydrogen chloride to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the general formula II or (A2) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the above formula IV with an aqueous mineral acid to obtain the corresponding 5-(2-chloro-C2-5-alkyl)-2-hydroxy-4-methyl-1,3-thiazole of the general formula III and reacting the thus obtained compound of the formula III with a halogenating agent to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above formula II, and (B) hydrogenating the compound of the general formula II to obtain the 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above general formula I. The invention further relates to intermediates for the above process, and pharmaceutical compositions comprising the compounds of formula I. |
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The invention further relates to intermediates for the above process, and pharmaceutical compositions comprising the compounds of formula I.</description><edition>5</edition><language>fin ; swe</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><creationdate>1994</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=19940429&DB=EPODOC&CC=FI&NR=941996A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,777,882,25545,76296</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19940429&DB=EPODOC&CC=FI&NR=941996A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>KISS, PAL</creatorcontrib><creatorcontrib>MORASZ, FERENC</creatorcontrib><creatorcontrib>SPERBER, FERENC</creatorcontrib><creatorcontrib>MOLNAR, ERZSEBET</creatorcontrib><creatorcontrib>KOVARI, ARPAD</creatorcontrib><creatorcontrib>SZABO, ERZSEBET</creatorcontrib><creatorcontrib>HEJA, GERGELY</creatorcontrib><creatorcontrib>GYORI, PETER</creatorcontrib><creatorcontrib>GARACZY, SANDOR</creatorcontrib><creatorcontrib>GOENCZI, CSABA</creatorcontrib><creatorcontrib>MIHALOVICS, GYOERGY</creatorcontrib><creatorcontrib>SUETO, MIHALY</creatorcontrib><creatorcontrib>BONE, ISTVAN</creatorcontrib><creatorcontrib>BUTTKAI, ILDIKO</creatorcontrib><creatorcontrib>BAN, KAROLY</creatorcontrib><creatorcontrib>PALOSI, ENDRE</creatorcontrib><creatorcontrib>NEMETH, ATTILA</creatorcontrib><creatorcontrib>SZVOBODA, IDA</creatorcontrib><creatorcontrib>SZALAY, ERZSEBET</creatorcontrib><creatorcontrib>GYURE, KAROLY</creatorcontrib><creatorcontrib>LEDNICZKY, LASZLO</creatorcontrib><creatorcontrib>KORBONITS, DEZSO</creatorcontrib><title>Uusi menetelmä 4-metyyli-5-(2-kloori-etyyli)-tiatsolin ja sen analogien valmistamiseksi</title><description>The invention relates to 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazoles of the general formula I, wherein R is a straight-chain 2-chloro-C2-5-alkyl group and a process for their preparation, which is characterized by (A1) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the general formula IV in an organic solvent with gaseous hydrogen chloride to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the general formula II or (A2) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the above formula IV with an aqueous mineral acid to obtain the corresponding 5-(2-chloro-C2-5-alkyl)-2-hydroxy-4-methyl-1,3-thiazole of the general formula III and reacting the thus obtained compound of the formula III with a halogenating agent to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above formula II, and (B) hydrogenating the compound of the general formula II to obtain the 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above general formula I. The invention further relates to intermediates for the above process, and pharmaceutical compositions comprising the compounds of formula I.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><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><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1994</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZIgILS3OVMhNzUstSc3JPbxEwUQ3N7WksjInU9dUV8NINzsnP78oUxcipKlbkplYUpyfk5mnkJWoUJyap5CYl5iTn54JZJUl5uRmFpckAonU7OJMHgbWtMSc4lReKM3NIOfmGuLsoZtakB-fWlyQmAyyM97N09LE0NLSzNGYoAIAX_Y5aA</recordid><startdate>19940429</startdate><enddate>19940429</enddate><creator>KISS, PAL</creator><creator>MORASZ, FERENC</creator><creator>SPERBER, FERENC</creator><creator>MOLNAR, ERZSEBET</creator><creator>KOVARI, ARPAD</creator><creator>SZABO, ERZSEBET</creator><creator>HEJA, GERGELY</creator><creator>GYORI, PETER</creator><creator>GARACZY, SANDOR</creator><creator>GOENCZI, CSABA</creator><creator>MIHALOVICS, GYOERGY</creator><creator>SUETO, MIHALY</creator><creator>BONE, ISTVAN</creator><creator>BUTTKAI, ILDIKO</creator><creator>BAN, KAROLY</creator><creator>PALOSI, ENDRE</creator><creator>NEMETH, ATTILA</creator><creator>SZVOBODA, IDA</creator><creator>SZALAY, ERZSEBET</creator><creator>GYURE, KAROLY</creator><creator>LEDNICZKY, LASZLO</creator><creator>KORBONITS, DEZSO</creator><scope>EVB</scope></search><sort><creationdate>19940429</creationdate><title>Uusi menetelmä 4-metyyli-5-(2-kloori-etyyli)-tiatsolin ja sen analogien valmistamiseksi</title><author>KISS, PAL ; MORASZ, FERENC ; SPERBER, FERENC ; MOLNAR, ERZSEBET ; KOVARI, ARPAD ; SZABO, ERZSEBET ; HEJA, GERGELY ; GYORI, PETER ; GARACZY, SANDOR ; GOENCZI, CSABA ; MIHALOVICS, GYOERGY ; SUETO, MIHALY ; BONE, ISTVAN ; BUTTKAI, ILDIKO ; BAN, KAROLY ; PALOSI, ENDRE ; NEMETH, ATTILA ; SZVOBODA, IDA ; SZALAY, ERZSEBET ; GYURE, KAROLY ; LEDNICZKY, LASZLO ; KORBONITS, DEZSO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_FI941996A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>fin ; swe</language><creationdate>1994</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><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><toplevel>online_resources</toplevel><creatorcontrib>KISS, PAL</creatorcontrib><creatorcontrib>MORASZ, FERENC</creatorcontrib><creatorcontrib>SPERBER, FERENC</creatorcontrib><creatorcontrib>MOLNAR, ERZSEBET</creatorcontrib><creatorcontrib>KOVARI, ARPAD</creatorcontrib><creatorcontrib>SZABO, ERZSEBET</creatorcontrib><creatorcontrib>HEJA, GERGELY</creatorcontrib><creatorcontrib>GYORI, PETER</creatorcontrib><creatorcontrib>GARACZY, SANDOR</creatorcontrib><creatorcontrib>GOENCZI, CSABA</creatorcontrib><creatorcontrib>MIHALOVICS, GYOERGY</creatorcontrib><creatorcontrib>SUETO, MIHALY</creatorcontrib><creatorcontrib>BONE, ISTVAN</creatorcontrib><creatorcontrib>BUTTKAI, ILDIKO</creatorcontrib><creatorcontrib>BAN, KAROLY</creatorcontrib><creatorcontrib>PALOSI, ENDRE</creatorcontrib><creatorcontrib>NEMETH, ATTILA</creatorcontrib><creatorcontrib>SZVOBODA, IDA</creatorcontrib><creatorcontrib>SZALAY, ERZSEBET</creatorcontrib><creatorcontrib>GYURE, KAROLY</creatorcontrib><creatorcontrib>LEDNICZKY, LASZLO</creatorcontrib><creatorcontrib>KORBONITS, DEZSO</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>KISS, PAL</au><au>MORASZ, FERENC</au><au>SPERBER, FERENC</au><au>MOLNAR, ERZSEBET</au><au>KOVARI, ARPAD</au><au>SZABO, ERZSEBET</au><au>HEJA, GERGELY</au><au>GYORI, PETER</au><au>GARACZY, SANDOR</au><au>GOENCZI, CSABA</au><au>MIHALOVICS, GYOERGY</au><au>SUETO, MIHALY</au><au>BONE, ISTVAN</au><au>BUTTKAI, ILDIKO</au><au>BAN, KAROLY</au><au>PALOSI, ENDRE</au><au>NEMETH, ATTILA</au><au>SZVOBODA, IDA</au><au>SZALAY, ERZSEBET</au><au>GYURE, KAROLY</au><au>LEDNICZKY, LASZLO</au><au>KORBONITS, DEZSO</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Uusi menetelmä 4-metyyli-5-(2-kloori-etyyli)-tiatsolin ja sen analogien valmistamiseksi</title><date>1994-04-29</date><risdate>1994</risdate><abstract>The invention relates to 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazoles of the general formula I, wherein R is a straight-chain 2-chloro-C2-5-alkyl group and a process for their preparation, which is characterized by (A1) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the general formula IV in an organic solvent with gaseous hydrogen chloride to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the general formula II or (A2) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the above formula IV with an aqueous mineral acid to obtain the corresponding 5-(2-chloro-C2-5-alkyl)-2-hydroxy-4-methyl-1,3-thiazole of the general formula III and reacting the thus obtained compound of the formula III with a halogenating agent to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above formula II, and (B) hydrogenating the compound of the general formula II to obtain the 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above general formula I. The invention further relates to intermediates for the above process, and pharmaceutical compositions comprising the compounds of formula I.</abstract><edition>5</edition><oa>free_for_read</oa></addata></record> |
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subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES |
title | Uusi menetelmä 4-metyyli-5-(2-kloori-etyyli)-tiatsolin ja sen analogien valmistamiseksi |
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