GB985610A - New sulphanilamide derivatives and processes for their production - Google Patents

New sulphanilamide derivatives and processes for their production

Info

Publication number
GB985610A
GB985610A GB48504/62A GB4850462A GB985610A GB 985610 A GB985610 A GB 985610A GB 48504/62 A GB48504/62 A GB 48504/62A GB 4850462 A GB4850462 A GB 4850462A GB 985610 A GB985610 A GB 985610A
Authority
GB
United Kingdom
Prior art keywords
pyrimidine
amino
trichloro
dimethoxy
chlorine atom
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB48504/62A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
JR Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by JR Geigy AG filed Critical JR Geigy AG
Publication of GB985610A publication Critical patent/GB985610A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/60—Three or more oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/69—Benzenesulfonamido-pyrimidines
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00—Preparation of azo dyes from other azo compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises suphonamides of the formula <FORM:0985610/C2/1> wherein R1 and R2 are each a chlorine atom or an alkoxy radical of 1-5 carbon atoms, and their preparation by either (a) reacting a salt of a benzenesulphonamide p-substituted by an amino group or a nitrogen containing group convertible to amino, such as acetylamino, benzylideneamino, carbalkoxy, phenylazo or nitro, with an appropriate pyrimidine compound bearing a halogen, e.g. Cl, or an alkylmercapto or alkylsulphonyl radical in the 4-position and, in any order, converting the p-substituent to an amino group by reduction or hydrolysis, if necessary, and, if desired, replacing a chlorine atom R1 and/or R2 by an alkoxy radical of 1-5 carbon atoms, or (b) reacting a functional derivative of a benzenesulphonic acid p-substituted by a group convertible to amino, e.g. a p-nitro- or p-acetylamino-benzenesulphonyl chloride, with an appropriate 4-aminopyrimidine and, in any order, converting the p-substituent to an amino group by hydrolysis or reduction and, if desired, replacing a chlorine atom R1 and/or R2 by an alkoxy radical. 4 - Amino - 2,6 - dimethoxy - 5 - chloropyrimidine is made by reaction of 4-amino-2,5,6-trichloro-pyrimidine with sodium methoxide. 4 - Methylsulphonyl - 2,6 - dimethoxy - 5-chloropyrimidine is made by treating 4-methylthio - 2,5,6 - trichloro - pyrimidine with sodium methoxide and oxidizing the resulting 4-methylthio - 2,6 - dimethoxy - 5 - chloro - pyrimidine with peracetic acid. 2 - Methoxy - 4,5,6 - trichloro - pyrimidine is made by the action of phosphorus oxychloride on 5 - chloro - 4,6 - dihydroxy - 2 - methoxy-pyrimidine. Pharmaceutical preparations, having chemotherapeutic activity, comprise the above sulphanilamides, or their salts with pharmaceutically acceptable bases, e.g. alkali metals, calcium, magnesium, ethylamine, dimethylamine, diethylamine morpholine, ethylenediamine, aminoethanol, diethylaminoethanol or di- or triethanolamine, together with a carrier. The preparations may suitably take forms suitable for internal or external use such as tablets, dragees, suppositories, syrups, powders or capsules or aqueous solutions for injection.
GB48504/62A 1961-12-29 1962-12-21 New sulphanilamide derivatives and processes for their production Expired GB985610A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1512261A CH394218A (en) 1961-12-29 1961-12-29 Process for the production of new sulfanilamides

Publications (1)

Publication Number Publication Date
GB985610A true GB985610A (en) 1965-03-10

Family

ID=4406523

Family Applications (1)

Application Number Title Priority Date Filing Date
GB48504/62A Expired GB985610A (en) 1961-12-29 1962-12-21 New sulphanilamide derivatives and processes for their production

Country Status (7)

Country Link
BE (1) BE626639A (en)
CH (1) CH394218A (en)
DE (1) DE1233404B (en)
ES (2) ES283769A1 (en)
FR (2) FR1499106A (en)
GB (1) GB985610A (en)
NL (2) NL121629C (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE926131C (en) * 1951-06-24 1955-04-07 Nordmark Werke Gmbh Process for the preparation of 4- (p-aminobenzenesulfoyl) -amino-2-alkyl-6-alkoxypyrimidines

Also Published As

Publication number Publication date
ES283769A1 (en) 1963-07-01
CH394218A (en) 1965-06-30
ES283770A1 (en) 1963-07-01
NL287276A (en)
DE1233404B (en) 1967-02-02
FR1499106A (en) 1967-10-27
BE626639A (en)
NL121629C (en)
FR2777M (en) 1964-09-07

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