Process for the preparation of 3-Hydroxyisoxazole Compounds and Alkali Metal Salts thereof

1,199,737. 3-Hydroxyisoxazoles. SANKYO CO. Ltd. 18 Aug., 1967, No. 38087/67. Heading C2C. 3-Hydroxyisoxazoles of the formula wherein R represents hydrogen or an alkyl, phenyl, substituted phenyl, carboxyl or dialkoxymethyl group having 1-5 carbon atoms in each alkoxy moiety, and the alkali metal sal...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: HIDEHIKO OKA, KAZUO TOMITA, MITSUO NAGANO
Format: Patent
Sprache:eng
Schlagworte:
Online-Zugang:Volltext bestellen
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page
container_issue
container_start_page
container_title
container_volume
creator HIDEHIKO OKA
KAZUO TOMITA
MITSUO NAGANO
description 1,199,737. 3-Hydroxyisoxazoles. SANKYO CO. Ltd. 18 Aug., 1967, No. 38087/67. Heading C2C. 3-Hydroxyisoxazoles of the formula wherein R represents hydrogen or an alkyl, phenyl, substituted phenyl, carboxyl or dialkoxymethyl group having 1-5 carbon atoms in each alkoxy moiety, and the alkali metal salts thereof, are prepared by reacting hydroxylamine, or an acid addition salt thereof, with either a compound of the formula where R11 is hydrogen, or an alkyl, phenyl, substituted phenyl, alkoxycarboxyl, the alkoxy moiety containing 1-3 carbon atoms, or dialkoxy methyl group, R1 is a C 1-5 alkyl group, and X is halogen, or a compound of the formula where Y and Z are different and represent hydrogen or halogen, in the presence of an alkali metal hydroxide to form the alkali metal salt of the hydroxyisoxazole and, if desired, treating the salt with an organic or inorganic acid to liberate the free hydroxy compound, the alkali metal hydroxide being used in an amount of at least 3 mols. per mol. of dihalo reactant or at least 2 mols. per mol. of olefinic reactant. The reaction is preferably effected at 30-120‹ C. in an inert solvent using 1-1À5 mol. hydroxylamine per mol. dihalo or olefinic reactant. Examples relate to the preparation of 5-methyl, 5-isopropyl, 5-phenyl, 5-(4-rnethylphenyl), 5-(4- chlorophenyl), 5-(41-biphenylyl), 5-(4-methoxyphenyl), 5-(4-nitrophenyl), 5-diethoxymethyl, 5-ethyl, 5-isobutyl, 5-n-decyl, 5-n-propyl, 5- carboxy-, 5-(4-cyanophenyl), 5-(3-nitrophenyl) and 5-(2-methoxyphenyl)-3-hydroxyisoxazoles.
format Patent
fullrecord <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_GB1199737A</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>GB1199737A</sourcerecordid><originalsourceid>FETCH-epo_espacenet_GB1199737A3</originalsourceid><addsrcrecordid>eNqFzLEKwjAQgOEuDqI-g_cCHUqG0rEWtYsg6ORSjuaCwTMXchFan14Ed6d_-fiXxe2cZCRVcJIg3wlioogJs5cA4sCU_WyTTLNXmfAtTNDJM8orWAUMFlp-IHs4UUaGC3LW7yaRuHWxcMhKm19Xxfawv3Z9SVEG0ogjBcrDcVdVTVObujX_xQctODoN</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>Process for the preparation of 3-Hydroxyisoxazole Compounds and Alkali Metal Salts thereof</title><source>esp@cenet</source><creator>HIDEHIKO OKA ; KAZUO TOMITA ; MITSUO NAGANO</creator><creatorcontrib>HIDEHIKO OKA ; KAZUO TOMITA ; MITSUO NAGANO</creatorcontrib><description>1,199,737. 3-Hydroxyisoxazoles. SANKYO CO. Ltd. 18 Aug., 1967, No. 38087/67. Heading C2C. 3-Hydroxyisoxazoles of the formula wherein R represents hydrogen or an alkyl, phenyl, substituted phenyl, carboxyl or dialkoxymethyl group having 1-5 carbon atoms in each alkoxy moiety, and the alkali metal salts thereof, are prepared by reacting hydroxylamine, or an acid addition salt thereof, with either a compound of the formula where R11 is hydrogen, or an alkyl, phenyl, substituted phenyl, alkoxycarboxyl, the alkoxy moiety containing 1-3 carbon atoms, or dialkoxy methyl group, R1 is a C 1-5 alkyl group, and X is halogen, or a compound of the formula where Y and Z are different and represent hydrogen or halogen, in the presence of an alkali metal hydroxide to form the alkali metal salt of the hydroxyisoxazole and, if desired, treating the salt with an organic or inorganic acid to liberate the free hydroxy compound, the alkali metal hydroxide being used in an amount of at least 3 mols. per mol. of dihalo reactant or at least 2 mols. per mol. of olefinic reactant. The reaction is preferably effected at 30-120‹ C. in an inert solvent using 1-1À5 mol. hydroxylamine per mol. dihalo or olefinic reactant. Examples relate to the preparation of 5-methyl, 5-isopropyl, 5-phenyl, 5-(4-rnethylphenyl), 5-(4- chlorophenyl), 5-(41-biphenylyl), 5-(4-methoxyphenyl), 5-(4-nitrophenyl), 5-diethoxymethyl, 5-ethyl, 5-isobutyl, 5-n-decyl, 5-n-propyl, 5- carboxy-, 5-(4-cyanophenyl), 5-(3-nitrophenyl) and 5-(2-methoxyphenyl)-3-hydroxyisoxazoles.</description><language>eng</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1970</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&amp;date=19700722&amp;DB=EPODOC&amp;CC=GB&amp;NR=1199737A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25563,76318</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19700722&amp;DB=EPODOC&amp;CC=GB&amp;NR=1199737A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>HIDEHIKO OKA</creatorcontrib><creatorcontrib>KAZUO TOMITA</creatorcontrib><creatorcontrib>MITSUO NAGANO</creatorcontrib><title>Process for the preparation of 3-Hydroxyisoxazole Compounds and Alkali Metal Salts thereof</title><description>1,199,737. 3-Hydroxyisoxazoles. SANKYO CO. Ltd. 18 Aug., 1967, No. 38087/67. Heading C2C. 3-Hydroxyisoxazoles of the formula wherein R represents hydrogen or an alkyl, phenyl, substituted phenyl, carboxyl or dialkoxymethyl group having 1-5 carbon atoms in each alkoxy moiety, and the alkali metal salts thereof, are prepared by reacting hydroxylamine, or an acid addition salt thereof, with either a compound of the formula where R11 is hydrogen, or an alkyl, phenyl, substituted phenyl, alkoxycarboxyl, the alkoxy moiety containing 1-3 carbon atoms, or dialkoxy methyl group, R1 is a C 1-5 alkyl group, and X is halogen, or a compound of the formula where Y and Z are different and represent hydrogen or halogen, in the presence of an alkali metal hydroxide to form the alkali metal salt of the hydroxyisoxazole and, if desired, treating the salt with an organic or inorganic acid to liberate the free hydroxy compound, the alkali metal hydroxide being used in an amount of at least 3 mols. per mol. of dihalo reactant or at least 2 mols. per mol. of olefinic reactant. The reaction is preferably effected at 30-120‹ C. in an inert solvent using 1-1À5 mol. hydroxylamine per mol. dihalo or olefinic reactant. Examples relate to the preparation of 5-methyl, 5-isopropyl, 5-phenyl, 5-(4-rnethylphenyl), 5-(4- chlorophenyl), 5-(41-biphenylyl), 5-(4-methoxyphenyl), 5-(4-nitrophenyl), 5-diethoxymethyl, 5-ethyl, 5-isobutyl, 5-n-decyl, 5-n-propyl, 5- carboxy-, 5-(4-cyanophenyl), 5-(3-nitrophenyl) and 5-(2-methoxyphenyl)-3-hydroxyisoxazoles.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1970</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNqFzLEKwjAQgOEuDqI-g_cCHUqG0rEWtYsg6ORSjuaCwTMXchFan14Ed6d_-fiXxe2cZCRVcJIg3wlioogJs5cA4sCU_WyTTLNXmfAtTNDJM8orWAUMFlp-IHs4UUaGC3LW7yaRuHWxcMhKm19Xxfawv3Z9SVEG0ogjBcrDcVdVTVObujX_xQctODoN</recordid><startdate>19700722</startdate><enddate>19700722</enddate><creator>HIDEHIKO OKA</creator><creator>KAZUO TOMITA</creator><creator>MITSUO NAGANO</creator><scope>EVB</scope></search><sort><creationdate>19700722</creationdate><title>Process for the preparation of 3-Hydroxyisoxazole Compounds and Alkali Metal Salts thereof</title><author>HIDEHIKO OKA ; KAZUO TOMITA ; MITSUO NAGANO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_GB1199737A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1970</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>HIDEHIKO OKA</creatorcontrib><creatorcontrib>KAZUO TOMITA</creatorcontrib><creatorcontrib>MITSUO NAGANO</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>HIDEHIKO OKA</au><au>KAZUO TOMITA</au><au>MITSUO NAGANO</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Process for the preparation of 3-Hydroxyisoxazole Compounds and Alkali Metal Salts thereof</title><date>1970-07-22</date><risdate>1970</risdate><abstract>1,199,737. 3-Hydroxyisoxazoles. SANKYO CO. Ltd. 18 Aug., 1967, No. 38087/67. Heading C2C. 3-Hydroxyisoxazoles of the formula wherein R represents hydrogen or an alkyl, phenyl, substituted phenyl, carboxyl or dialkoxymethyl group having 1-5 carbon atoms in each alkoxy moiety, and the alkali metal salts thereof, are prepared by reacting hydroxylamine, or an acid addition salt thereof, with either a compound of the formula where R11 is hydrogen, or an alkyl, phenyl, substituted phenyl, alkoxycarboxyl, the alkoxy moiety containing 1-3 carbon atoms, or dialkoxy methyl group, R1 is a C 1-5 alkyl group, and X is halogen, or a compound of the formula where Y and Z are different and represent hydrogen or halogen, in the presence of an alkali metal hydroxide to form the alkali metal salt of the hydroxyisoxazole and, if desired, treating the salt with an organic or inorganic acid to liberate the free hydroxy compound, the alkali metal hydroxide being used in an amount of at least 3 mols. per mol. of dihalo reactant or at least 2 mols. per mol. of olefinic reactant. The reaction is preferably effected at 30-120‹ C. in an inert solvent using 1-1À5 mol. hydroxylamine per mol. dihalo or olefinic reactant. Examples relate to the preparation of 5-methyl, 5-isopropyl, 5-phenyl, 5-(4-rnethylphenyl), 5-(4- chlorophenyl), 5-(41-biphenylyl), 5-(4-methoxyphenyl), 5-(4-nitrophenyl), 5-diethoxymethyl, 5-ethyl, 5-isobutyl, 5-n-decyl, 5-n-propyl, 5- carboxy-, 5-(4-cyanophenyl), 5-(3-nitrophenyl) and 5-(2-methoxyphenyl)-3-hydroxyisoxazoles.</abstract><oa>free_for_read</oa></addata></record>
fulltext fulltext_linktorsrc
identifier
ispartof
issn
language eng
recordid cdi_epo_espacenet_GB1199737A
source esp@cenet
subjects CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
title Process for the preparation of 3-Hydroxyisoxazole Compounds and Alkali Metal Salts thereof
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-10T13%3A24%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-epo_EVB&rft_val_fmt=info:ofi/fmt:kev:mtx:patent&rft.genre=patent&rft.au=HIDEHIKO%20OKA&rft.date=1970-07-22&rft_id=info:doi/&rft_dat=%3Cepo_EVB%3EGB1199737A%3C/epo_EVB%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true