Pyrazine derivatives
The invention comprises: (1) compounds of the general formula wherein X represents Br, OCH3 or OC2H5 and Y represents H or Br, but X is not Br when Y is H; (2) the preparation of the compounds in which Y = Br by treating 2-aminopyrazine with bromine in the presence of sodium acetate and acetic acid...
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creator | PALAMIDESSI GIORGIO CAMERINO BRUNO |
description | The invention comprises: (1) compounds of the general formula wherein X represents Br, OCH3 or OC2H5 and Y represents H or Br, but X is not Br when Y is H; (2) the preparation of the compounds in which Y = Br by treating 2-aminopyrazine with bromine in the presence of sodium acetate and acetic acid, and, if desired, treating the resulting 2-amino-3,5-dibromopyrazine (X = Y = Br) with an alkali metal methoxide or ethoxide; (3) the preparation of 2-amino-3-methoxypyrazine (X = OCH3, Y = H) by the following processes: (a) catalytic hydrogenation of 2-amino- 3-methoxy- 5-bromopyrazine (X = OCH3, Y = Br); (b) reaction of 2-amino-3-chloropyrazine with an alkali metal methoxide; or (c) treating 2-carbamido-3-methoxypyrazine with an alkali metal hypobromite; (4) the combination of (3)(c) with the preparation of the starting material by the action of hydrogen peroxide on 2-cyano-3-methoxypyrazine in the presence of alkali; (5) the combination of (4) with the preparation of the starting material by the action of an alkali metal methoxide on a 2-cyano3-halopyrazine; (6) the combination of (5) with the preparation of the starting material by the action of a phosphorus oxyhalide on 2-carbamido-3-hydroxypyrazine. According to the first Provisional Specification, X may represent any alkoxy group, and the sodium acetate in the bromination step may be replaced by other alkali or alkaline-earth metal salts of weak acids, e.g. sodium formate or calcium acetate. |
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According to the first Provisional Specification, X may represent any alkoxy group, and the sodium acetate in the bromination step may be replaced by other alkali or alkaline-earth metal salts of weak acids, e.g. sodium formate or calcium acetate.</description><language>eng</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1963</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=19630606&DB=EPODOC&CC=GB&NR=928152A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25544,76292</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19630606&DB=EPODOC&CC=GB&NR=928152A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>PALAMIDESSI GIORGIO</creatorcontrib><creatorcontrib>CAMERINO BRUNO</creatorcontrib><title>Pyrazine derivatives</title><description>The invention comprises: (1) compounds of the general formula <FORM:0928152/IV(a)/1> wherein X represents Br, OCH3 or OC2H5 and Y represents H or Br, but X is not Br when Y is H; (2) the preparation of the compounds in which Y = Br by treating 2-aminopyrazine with bromine in the presence of sodium acetate and acetic acid, and, if desired, treating the resulting 2-amino-3,5-dibromopyrazine (X = Y = Br) with an alkali metal methoxide or ethoxide; (3) the preparation of 2-amino-3-methoxypyrazine (X = OCH3, Y = H) by the following processes: (a) catalytic hydrogenation of 2-amino- 3-methoxy- 5-bromopyrazine (X = OCH3, Y = Br); (b) reaction of 2-amino-3-chloropyrazine with an alkali metal methoxide; or (c) treating 2-carbamido-3-methoxypyrazine with an alkali metal hypobromite; (4) the combination of (3)(c) with the preparation of the starting material by the action of hydrogen peroxide on 2-cyano-3-methoxypyrazine in the presence of alkali; (5) the combination of (4) with the preparation of the starting material by the action of an alkali metal methoxide on a 2-cyano3-halopyrazine; (6) the combination of (5) with the preparation of the starting material by the action of a phosphorus oxyhalide on 2-carbamido-3-hydroxypyrazine. According to the first Provisional Specification, X may represent any alkoxy group, and the sodium acetate in the bromination step may be replaced by other alkali or alkaline-earth metal salts of weak acids, e.g. sodium formate or calcium acetate.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1963</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZBAJqCxKrMrMS1VISS3KLEssySxLLeZhYE1LzClO5YXS3Axybq4hzh66qQX58anFBYnJqXmpJfHuTpZGFoamRo7GBBUAALCZH9M</recordid><startdate>19630606</startdate><enddate>19630606</enddate><creator>PALAMIDESSI GIORGIO</creator><creator>CAMERINO BRUNO</creator><scope>EVB</scope></search><sort><creationdate>19630606</creationdate><title>Pyrazine derivatives</title><author>PALAMIDESSI GIORGIO ; CAMERINO BRUNO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_GB928152A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1963</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>PALAMIDESSI GIORGIO</creatorcontrib><creatorcontrib>CAMERINO BRUNO</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>PALAMIDESSI GIORGIO</au><au>CAMERINO BRUNO</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Pyrazine derivatives</title><date>1963-06-06</date><risdate>1963</risdate><abstract>The invention comprises: (1) compounds of the general formula <FORM:0928152/IV(a)/1> wherein X represents Br, OCH3 or OC2H5 and Y represents H or Br, but X is not Br when Y is H; (2) the preparation of the compounds in which Y = Br by treating 2-aminopyrazine with bromine in the presence of sodium acetate and acetic acid, and, if desired, treating the resulting 2-amino-3,5-dibromopyrazine (X = Y = Br) with an alkali metal methoxide or ethoxide; (3) the preparation of 2-amino-3-methoxypyrazine (X = OCH3, Y = H) by the following processes: (a) catalytic hydrogenation of 2-amino- 3-methoxy- 5-bromopyrazine (X = OCH3, Y = Br); (b) reaction of 2-amino-3-chloropyrazine with an alkali metal methoxide; or (c) treating 2-carbamido-3-methoxypyrazine with an alkali metal hypobromite; (4) the combination of (3)(c) with the preparation of the starting material by the action of hydrogen peroxide on 2-cyano-3-methoxypyrazine in the presence of alkali; (5) the combination of (4) with the preparation of the starting material by the action of an alkali metal methoxide on a 2-cyano3-halopyrazine; (6) the combination of (5) with the preparation of the starting material by the action of a phosphorus oxyhalide on 2-carbamido-3-hydroxypyrazine. According to the first Provisional Specification, X may represent any alkoxy group, and the sodium acetate in the bromination step may be replaced by other alkali or alkaline-earth metal salts of weak acids, e.g. sodium formate or calcium acetate.</abstract><oa>free_for_read</oa></addata></record> |
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subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY |
title | Pyrazine derivatives |
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