Verfahren zur Herstellung von wasserlöslichen Pyrimidinfarbstoffen
3 - Amino - 1 - (dichloropyrimidyloxymethyl)-benzene is prepared by condensing 3-aminobenzyl alcohol with 2,4,6-trichloropyrimidine. 5 - Amino - 4 - chloro - benzyl alcohol is prepared by reacting 2-chloro-nitrobenzene with 1,11-dichlorodimethyl ether, hydrolysing the chloromethyl group and reducing...
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description | 3 - Amino - 1 - (dichloropyrimidyloxymethyl)-benzene is prepared by condensing 3-aminobenzyl alcohol with 2,4,6-trichloropyrimidine. 5 - Amino - 4 - chloro - benzyl alcohol is prepared by reacting 2-chloro-nitrobenzene with 1,11-dichlorodimethyl ether, hydrolysing the chloromethyl group and reducing the nitro group. 3 - (41 - Aminophenylsulphonylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 4-acetylamino-benzenesulphonyl chloride and hydrolysing the 3-(41-acetylaminophenylsulphonylamino) - benzyl alcohol obtained. 3 - (41 - or 31 - aminobenzoylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 3- or 4-nitrobenzoyl chloride and reducing the nitro group. 2 - Hydroxy - naphthalene - 6 - sulphonic acid-(31 - hydromethyl) - phenylamide is prepared by condensing 2 - benzenesulphonyloxy - naphthalene - 6 - sulphonic acid chloride with 3-aminobenzyl alcohol and saponifying the benzenesulphonyloxy group.ALSO:The invention comprises dyes of formula wherein F is the radical of water-soluble dye or of a water-soluble coupling component, Y is -N=N-, -NH-, -SO2NH- or -CONH-when F is the radical of a water-soluble dye, or -N=N- only when F is the radical of a water-soluble coupling component and Z is the radical, remaining after reaction with the hydroxyl group, of 2,4-dihalo-, 2,4-dihalo-6-methyl-, 2,4,5- or 2,4,6-trihalo-, 2,4,5- trihalo-6-methyl-, 2,4,6-trihalo-5-methyl-, -5-chlorovinyl-or -5-carboxymethyl- or 2,4,5,6-tetrahalo-pyrimidine and in which the nucleus A may be further substituted and the radical -CH2-O-Z is in ortho- or preferably meta-position to Y. The dyes are prepared by reacting an amine of formula wherein X is a hydrogen atom or a radical Z as defined above, with a water-soluble dye or a diazo or coupling component, containing an exchangeable halogen atom, a sulphonic acid halide or carboxylic acid halide group and when X is hydrogen condensing the product with an appropriate halopyrimidine. The azo dye intermediate may be converted into an azo dye by the usual processes. The amine may be also diazotized and coupled with a coupling component with further condensation to form the group -CH2-O-Z if necessary. The dyes may be used to colour leather, natural and synthetic polyamide fibres and natural and regenerated cellulose fibres by the usual processes for reactive dyes. In examples the preparation of dyes of the mono-, dis- and tris-azo, stilbeneazo |
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fullrecord | <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_CH437576A</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>CH437576A</sourcerecordid><originalsourceid>FETCH-epo_espacenet_CH437576A3</originalsourceid><addsrcrecordid>eNrjZHAOSy1KS8woSs1TqCotUvBILSouSc3JKc1LVyjLz1MoTywuTi3KObytOCczOQOoKKCyKDM3MyUzLy2xKKm4JD8tLTWPh4E1LTGnOJUXSnMzyLm5hjh76KYW5MenFhckJqfmpZbEO3uYGJubmps5GhNUAAAl5TMf</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>Verfahren zur Herstellung von wasserlöslichen Pyrimidinfarbstoffen</title><source>esp@cenet</source><creator>ISCHER,HANS,DR ; SIEGRIST,HANS,DR</creator><creatorcontrib>ISCHER,HANS,DR ; SIEGRIST,HANS,DR</creatorcontrib><description>3 - Amino - 1 - (dichloropyrimidyloxymethyl)-benzene is prepared by condensing 3-aminobenzyl alcohol with 2,4,6-trichloropyrimidine. 5 - Amino - 4 - chloro - benzyl alcohol is prepared by reacting 2-chloro-nitrobenzene with 1,11-dichlorodimethyl ether, hydrolysing the chloromethyl group and reducing the nitro group. 3 - (41 - Aminophenylsulphonylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 4-acetylamino-benzenesulphonyl chloride and hydrolysing the 3-(41-acetylaminophenylsulphonylamino) - benzyl alcohol obtained. 3 - (41 - or 31 - aminobenzoylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 3- or 4-nitrobenzoyl chloride and reducing the nitro group. 2 - Hydroxy - naphthalene - 6 - sulphonic acid-(31 - hydromethyl) - phenylamide is prepared by condensing 2 - benzenesulphonyloxy - naphthalene - 6 - sulphonic acid chloride with 3-aminobenzyl alcohol and saponifying the benzenesulphonyloxy group.ALSO:The invention comprises dyes of formula <FORM:0990974/C4-C5/1> wherein F is the radical of water-soluble dye or of a water-soluble coupling component, Y is -N=N-, -NH-, -SO2NH- or -CONH-when F is the radical of a water-soluble dye, or -N=N- only when F is the radical of a water-soluble coupling component and Z is the radical, remaining after reaction with the hydroxyl group, of 2,4-dihalo-, 2,4-dihalo-6-methyl-, 2,4,5- or 2,4,6-trihalo-, 2,4,5- trihalo-6-methyl-, 2,4,6-trihalo-5-methyl-, -5-chlorovinyl-or -5-carboxymethyl- or 2,4,5,6-tetrahalo-pyrimidine and in which the nucleus A may be further substituted and the radical -CH2-O-Z is in ortho- or preferably meta-position to Y. The dyes are prepared by reacting an amine of formula <FORM:0990974/C4-C5/2> wherein X is a hydrogen atom or a radical Z as defined above, with a water-soluble dye or a diazo or coupling component, containing an exchangeable halogen atom, a sulphonic acid halide or carboxylic acid halide group and when X is hydrogen condensing the product with an appropriate halopyrimidine. The azo dye intermediate may be converted into an azo dye by the usual processes. The amine may be also diazotized and coupled with a coupling component with further condensation to form the group -CH2-O-Z if necessary. The dyes may be used to colour leather, natural and synthetic polyamide fibres and natural and regenerated cellulose fibres by the usual processes for reactive dyes. In examples the preparation of dyes of the mono-, dis- and tris-azo, stilbeneazo, phthalocyanine and anthraquinone series is described.</description><edition>1</edition><language>ger</language><subject>ADHESIVES ; CHEMISTRY ; DYES ; LAKES ; METALLURGY ; MISCELLANEOUS APPLICATIONS OF MATERIALS ; MISCELLANEOUS COMPOSITIONS ; MORDANTS ; NATURAL RESINS ; ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES ; PAINTS ; POLISHES</subject><creationdate>1967</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=19670615&DB=EPODOC&CC=CH&NR=437576A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76516</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19670615&DB=EPODOC&CC=CH&NR=437576A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>ISCHER,HANS,DR</creatorcontrib><creatorcontrib>SIEGRIST,HANS,DR</creatorcontrib><title>Verfahren zur Herstellung von wasserlöslichen Pyrimidinfarbstoffen</title><description>3 - Amino - 1 - (dichloropyrimidyloxymethyl)-benzene is prepared by condensing 3-aminobenzyl alcohol with 2,4,6-trichloropyrimidine. 5 - Amino - 4 - chloro - benzyl alcohol is prepared by reacting 2-chloro-nitrobenzene with 1,11-dichlorodimethyl ether, hydrolysing the chloromethyl group and reducing the nitro group. 3 - (41 - Aminophenylsulphonylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 4-acetylamino-benzenesulphonyl chloride and hydrolysing the 3-(41-acetylaminophenylsulphonylamino) - benzyl alcohol obtained. 3 - (41 - or 31 - aminobenzoylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 3- or 4-nitrobenzoyl chloride and reducing the nitro group. 2 - Hydroxy - naphthalene - 6 - sulphonic acid-(31 - hydromethyl) - phenylamide is prepared by condensing 2 - benzenesulphonyloxy - naphthalene - 6 - sulphonic acid chloride with 3-aminobenzyl alcohol and saponifying the benzenesulphonyloxy group.ALSO:The invention comprises dyes of formula <FORM:0990974/C4-C5/1> wherein F is the radical of water-soluble dye or of a water-soluble coupling component, Y is -N=N-, -NH-, -SO2NH- or -CONH-when F is the radical of a water-soluble dye, or -N=N- only when F is the radical of a water-soluble coupling component and Z is the radical, remaining after reaction with the hydroxyl group, of 2,4-dihalo-, 2,4-dihalo-6-methyl-, 2,4,5- or 2,4,6-trihalo-, 2,4,5- trihalo-6-methyl-, 2,4,6-trihalo-5-methyl-, -5-chlorovinyl-or -5-carboxymethyl- or 2,4,5,6-tetrahalo-pyrimidine and in which the nucleus A may be further substituted and the radical -CH2-O-Z is in ortho- or preferably meta-position to Y. The dyes are prepared by reacting an amine of formula <FORM:0990974/C4-C5/2> wherein X is a hydrogen atom or a radical Z as defined above, with a water-soluble dye or a diazo or coupling component, containing an exchangeable halogen atom, a sulphonic acid halide or carboxylic acid halide group and when X is hydrogen condensing the product with an appropriate halopyrimidine. The azo dye intermediate may be converted into an azo dye by the usual processes. The amine may be also diazotized and coupled with a coupling component with further condensation to form the group -CH2-O-Z if necessary. The dyes may be used to colour leather, natural and synthetic polyamide fibres and natural and regenerated cellulose fibres by the usual processes for reactive dyes. In examples the preparation of dyes of the mono-, dis- and tris-azo, stilbeneazo, phthalocyanine and anthraquinone series is described.</description><subject>ADHESIVES</subject><subject>CHEMISTRY</subject><subject>DYES</subject><subject>LAKES</subject><subject>METALLURGY</subject><subject>MISCELLANEOUS APPLICATIONS OF MATERIALS</subject><subject>MISCELLANEOUS COMPOSITIONS</subject><subject>MORDANTS</subject><subject>NATURAL RESINS</subject><subject>ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES</subject><subject>PAINTS</subject><subject>POLISHES</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1967</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHAOSy1KS8woSs1TqCotUvBILSouSc3JKc1LVyjLz1MoTywuTi3KObytOCczOQOoKKCyKDM3MyUzLy2xKKm4JD8tLTWPh4E1LTGnOJUXSnMzyLm5hjh76KYW5MenFhckJqfmpZbEO3uYGJubmps5GhNUAAAl5TMf</recordid><startdate>19670615</startdate><enddate>19670615</enddate><creator>ISCHER,HANS,DR</creator><creator>SIEGRIST,HANS,DR</creator><scope>EVB</scope></search><sort><creationdate>19670615</creationdate><title>Verfahren zur Herstellung von wasserlöslichen Pyrimidinfarbstoffen</title><author>ISCHER,HANS,DR ; SIEGRIST,HANS,DR</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_CH437576A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>ger</language><creationdate>1967</creationdate><topic>ADHESIVES</topic><topic>CHEMISTRY</topic><topic>DYES</topic><topic>LAKES</topic><topic>METALLURGY</topic><topic>MISCELLANEOUS APPLICATIONS OF MATERIALS</topic><topic>MISCELLANEOUS COMPOSITIONS</topic><topic>MORDANTS</topic><topic>NATURAL RESINS</topic><topic>ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES</topic><topic>PAINTS</topic><topic>POLISHES</topic><toplevel>online_resources</toplevel><creatorcontrib>ISCHER,HANS,DR</creatorcontrib><creatorcontrib>SIEGRIST,HANS,DR</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>ISCHER,HANS,DR</au><au>SIEGRIST,HANS,DR</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Verfahren zur Herstellung von wasserlöslichen Pyrimidinfarbstoffen</title><date>1967-06-15</date><risdate>1967</risdate><abstract>3 - Amino - 1 - (dichloropyrimidyloxymethyl)-benzene is prepared by condensing 3-aminobenzyl alcohol with 2,4,6-trichloropyrimidine. 5 - Amino - 4 - chloro - benzyl alcohol is prepared by reacting 2-chloro-nitrobenzene with 1,11-dichlorodimethyl ether, hydrolysing the chloromethyl group and reducing the nitro group. 3 - (41 - Aminophenylsulphonylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 4-acetylamino-benzenesulphonyl chloride and hydrolysing the 3-(41-acetylaminophenylsulphonylamino) - benzyl alcohol obtained. 3 - (41 - or 31 - aminobenzoylamino) - benzyl alcohol is prepared by condensing 3-aminobenzyl alcohol with 3- or 4-nitrobenzoyl chloride and reducing the nitro group. 2 - Hydroxy - naphthalene - 6 - sulphonic acid-(31 - hydromethyl) - phenylamide is prepared by condensing 2 - benzenesulphonyloxy - naphthalene - 6 - sulphonic acid chloride with 3-aminobenzyl alcohol and saponifying the benzenesulphonyloxy group.ALSO:The invention comprises dyes of formula <FORM:0990974/C4-C5/1> wherein F is the radical of water-soluble dye or of a water-soluble coupling component, Y is -N=N-, -NH-, -SO2NH- or -CONH-when F is the radical of a water-soluble dye, or -N=N- only when F is the radical of a water-soluble coupling component and Z is the radical, remaining after reaction with the hydroxyl group, of 2,4-dihalo-, 2,4-dihalo-6-methyl-, 2,4,5- or 2,4,6-trihalo-, 2,4,5- trihalo-6-methyl-, 2,4,6-trihalo-5-methyl-, -5-chlorovinyl-or -5-carboxymethyl- or 2,4,5,6-tetrahalo-pyrimidine and in which the nucleus A may be further substituted and the radical -CH2-O-Z is in ortho- or preferably meta-position to Y. The dyes are prepared by reacting an amine of formula <FORM:0990974/C4-C5/2> wherein X is a hydrogen atom or a radical Z as defined above, with a water-soluble dye or a diazo or coupling component, containing an exchangeable halogen atom, a sulphonic acid halide or carboxylic acid halide group and when X is hydrogen condensing the product with an appropriate halopyrimidine. The azo dye intermediate may be converted into an azo dye by the usual processes. The amine may be also diazotized and coupled with a coupling component with further condensation to form the group -CH2-O-Z if necessary. The dyes may be used to colour leather, natural and synthetic polyamide fibres and natural and regenerated cellulose fibres by the usual processes for reactive dyes. In examples the preparation of dyes of the mono-, dis- and tris-azo, stilbeneazo, phthalocyanine and anthraquinone series is described.</abstract><edition>1</edition><oa>free_for_read</oa></addata></record> |
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subjects | ADHESIVES CHEMISTRY DYES LAKES METALLURGY MISCELLANEOUS APPLICATIONS OF MATERIALS MISCELLANEOUS COMPOSITIONS MORDANTS NATURAL RESINS ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES PAINTS POLISHES |
title | Verfahren zur Herstellung von wasserlöslichen Pyrimidinfarbstoffen |
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