Process for the preparation of substituted chloroacetanilides
The invention relates to a novel process for preparing chloroacetanilides of the formula (I) wherein: R1 and R2 represent independently from each other a hydrogen atom or a C1-8 alkyl or C1-8 alkoxy group; and R3 stands for a straight chained or branched C1-8 alkoxy group. Said process is characteri...
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| creator | BODI TIBOR TOTH ISTVAN LITKEI GYOERGY DINYA ZOLTAN RAKOSI MIKLOS MOGYORODI FERENC BOGNAR REZSO KOPPANY ENIKO BALOGH KAROLY MAKLEIT SANDOR |
| description | The invention relates to a novel process for preparing chloroacetanilides of the formula (I) wherein: R1 and R2 represent independently from each other a hydrogen atom or a C1-8 alkyl or C1-8 alkoxy group; and R3 stands for a straight chained or branched C1-8 alkoxy group. Said process is characterized by chloroacetylating a 2,6-dialkylaniline of the formula (II) wherein R1 and R2 are as defined above, at a temperature of 10 DEG to 120 DEG C., optionally in a solvent medium in the presence of an acid binding agent, then reacting a thus-obtained intermediate with chloromethyl chloroformiate or, alternatively, reacting a compound of the formula (II) first with chloromethyl chloroformiate and subjecting then to chloroacetylation, thereafter reacting a thus-obtained intermediate with an alcohol of the formula R3-OH (III), wherein R3 is as defined above, optionally in a solvent medium in the presence of an acid binding agent, and recovering a product of the formula (I) in a known manner. The process of the invention enables the more simple and economic preparation of the compounds of formula (I) of improved purity. |
| format | Patent |
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Said process is characterized by chloroacetylating a 2,6-dialkylaniline of the formula (II) wherein R1 and R2 are as defined above, at a temperature of 10 DEG to 120 DEG C., optionally in a solvent medium in the presence of an acid binding agent, then reacting a thus-obtained intermediate with chloromethyl chloroformiate or, alternatively, reacting a compound of the formula (II) first with chloromethyl chloroformiate and subjecting then to chloroacetylation, thereafter reacting a thus-obtained intermediate with an alcohol of the formula R3-OH (III), wherein R3 is as defined above, optionally in a solvent medium in the presence of an acid binding agent, and recovering a product of the formula (I) in a known manner. The process of the invention enables the more simple and economic preparation of the compounds of formula (I) of improved purity.</description><edition>3</edition><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; AGRICULTURE ; ANIMAL HUSBANDRY ; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES ; CHEMISTRY ; FISHING ; FORESTRY ; HUMAN NECESSITIES ; HUNTING ; METALLURGY ; ORGANIC CHEMISTRY ; PEST REPELLANTS OR ATTRACTANTS ; PLANT GROWTH REGULATORS ; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF ; TRAPPING</subject><creationdate>1985</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=19850416&DB=EPODOC&CC=US&NR=4511736A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25543,76293</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19850416&DB=EPODOC&CC=US&NR=4511736A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>BODI; TIBOR</creatorcontrib><creatorcontrib>TOTH; ISTVAN</creatorcontrib><creatorcontrib>LITKEI; GYOERGY</creatorcontrib><creatorcontrib>DINYA; ZOLTAN</creatorcontrib><creatorcontrib>RAKOSI; MIKLOS</creatorcontrib><creatorcontrib>MOGYORODI; FERENC</creatorcontrib><creatorcontrib>BOGNAR; REZSO</creatorcontrib><creatorcontrib>KOPPANY; ENIKO</creatorcontrib><creatorcontrib>BALOGH; KAROLY</creatorcontrib><creatorcontrib>MAKLEIT; SANDOR</creatorcontrib><title>Process for the preparation of substituted chloroacetanilides</title><description>The invention relates to a novel process for preparing chloroacetanilides of the formula (I) wherein: R1 and R2 represent independently from each other a hydrogen atom or a C1-8 alkyl or C1-8 alkoxy group; and R3 stands for a straight chained or branched C1-8 alkoxy group. Said process is characterized by chloroacetylating a 2,6-dialkylaniline of the formula (II) wherein R1 and R2 are as defined above, at a temperature of 10 DEG to 120 DEG C., optionally in a solvent medium in the presence of an acid binding agent, then reacting a thus-obtained intermediate with chloromethyl chloroformiate or, alternatively, reacting a compound of the formula (II) first with chloromethyl chloroformiate and subjecting then to chloroacetylation, thereafter reacting a thus-obtained intermediate with an alcohol of the formula R3-OH (III), wherein R3 is as defined above, optionally in a solvent medium in the presence of an acid binding agent, and recovering a product of the formula (I) in a known manner. 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Said process is characterized by chloroacetylating a 2,6-dialkylaniline of the formula (II) wherein R1 and R2 are as defined above, at a temperature of 10 DEG to 120 DEG C., optionally in a solvent medium in the presence of an acid binding agent, then reacting a thus-obtained intermediate with chloromethyl chloroformiate or, alternatively, reacting a compound of the formula (II) first with chloromethyl chloroformiate and subjecting then to chloroacetylation, thereafter reacting a thus-obtained intermediate with an alcohol of the formula R3-OH (III), wherein R3 is as defined above, optionally in a solvent medium in the presence of an acid binding agent, and recovering a product of the formula (I) in a known manner. The process of the invention enables the more simple and economic preparation of the compounds of formula (I) of improved purity.</abstract><edition>3</edition><oa>free_for_read</oa></addata></record> |
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| subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS AGRICULTURE ANIMAL HUSBANDRY BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES CHEMISTRY FISHING FORESTRY HUMAN NECESSITIES HUNTING METALLURGY ORGANIC CHEMISTRY PEST REPELLANTS OR ATTRACTANTS PLANT GROWTH REGULATORS PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF TRAPPING |
| title | Process for the preparation of substituted chloroacetanilides |
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