ES315962A1 - A procedure for the preparation of bencenosulfonilureas. (Machine-translation by Google Translate, not legally binding) - Google Patents

A procedure for the preparation of bencenosulfonilureas. (Machine-translation by Google Translate, not legally binding)

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Publication number
ES315962A1
ES315962A1 ES0315962A ES315962A ES315962A1 ES 315962 A1 ES315962 A1 ES 315962A1 ES 0315962 A ES0315962 A ES 0315962A ES 315962 A ES315962 A ES 315962A ES 315962 A1 ES315962 A1 ES 315962A1
Authority
ES
Spain
Prior art keywords
carbon atoms
benzenesulfonyl
alkyl
substituted
formula
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
ES0315962A
Other languages
Spanish (es)
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.)
Hoechst AG
Original Assignee
Farbwerke Hoechst 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 Farbwerke Hoechst AG filed Critical Farbwerke Hoechst AG
Publication of ES315962A1 publication Critical patent/ES315962A1/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/32—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D333/70—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2

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

Abstract

A process for the preparation of benzenesulfonylureas of the formula ** (See formula) ** in which they mean; R hydrogen, lower alkyl or lower phenylalkyl, R1 a) alkyl, alkenyl or mercaptoalkyl with 2 to 8 carbon atoms, b) alkoxyalkyl, alkyl mercaptoalkyl or alkylsulfinyl alcohol with 4 to 8 carbon atoms of which at least two belong to the alkylenal part of alkoxyalkyl, alkyl mercaptoalkyl or alkylsulfinyl alkyl, c) lower phenylalkoxy, phenylcyclopropyl, d) lower cyclohexylalkoxy, cycloheptylmethyl, cycloheptylethyl or cyclooctylmethyl, e) endoalkohylenecyclohexyl, endoalkohylenecyclohexenyl, endoalkohylenecyclohexylmethyl, endoalkohylenecyclohexenylmethyl, with 1 to 2 carbon atoms of endoalkylene, f) lower alkylcyclohexyl, lower alkoxycyclohexyl, g) cycloalkyl with 5 to 8 carbon atoms, h) cyclohexenyl, cyclohexenylmethyl, i) a heterocyclic ring with 4 to 5 carbon atoms and an oxygen or sulfur atom as well as up to two ethylenic double bonds or k) a heterocyclic ring with 4 to 5 carbon atoms and an oxygen or sulfur atom as well as up to two ethylenic double bonds, ring attached through a methylene moiety to the nitrogen atom, X a) thiophenyl or thiophenoxy, which may optionally carry 1 to 2 substituents from the group of halogen, lower alkyl, lower alkoxy, lower alkoxyxy, (lower alkoxyalkoxy), lower phenalkoxy and aryl, and a polymethylene chain with 3 to 4 carbon atoms, joined in their two terminal positions to the thiophenyl nucleus, b) furyl, which may optionally carry 1 to 2 substituents of the halogen and methyl group, c) pyridyl, which may optionally carry 1 to 2 substituents of the halogen group and lower alkyl, the said heterocyclic ring systems being linked directly or through a hydrocarbon chain with 1 to 2 carbon atoms to the neighboring carbonyl group, And a hydrocarbon chain with 1 to 4 carbon atoms, or its salts, characterized by a) Benzenesulfonyl-isocyanates, -carbamates, -thiocarbates, benzenesulfonylcarbamic acid halides or benzenesulfonylureas substituted with the group ** (See formula) ** they are reacted with amines substituted with R 1 or optionally with their salts, b) benzenesulfonamides of the formula ** (See formula) ** or optionally their salts, are reacted with isocyanates, carbamates, thiocarbamates, carbamic acid halides or ureas substituted with R 1, c) correspondingly substituted benzenesulfonyl halides are reacted with ureas, isoureas ethers, ethers of isothioureas or parabensic acids substituted with R1 and the benzenesulfonyl-isourea, benzenesulfonyl isothiourea or benzenesulfonylparabamic acids, obtained from this or otherwise , hydrolyze, d) in correspondingly substituted benzenesulfonyl thioureas, the sulfur atom is exchanged, in known manner, for an oxygen atom, e) corresponding benzenesulfonyl- or benzenesulfenylureas are oxidized, or f) in benzenesulfonyl-ureas of the formula ** (See formula) ** The residue -X-CO- is introduced by acylation and the reaction products are optionally treated with alkaline agents for the formation of salts. (Machine-translation by Google Translate, not legally binding)
ES0315962A 1964-08-01 1965-07-29 A procedure for the preparation of bencenosulfonilureas. (Machine-translation by Google Translate, not legally binding) Expired ES315962A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DEF0043640 1964-08-01
DEF0043750 1964-08-14
LU47778A LU47778A1 (en) 1964-08-01 1965-01-13

Publications (1)

Publication Number Publication Date
ES315962A1 true ES315962A1 (en) 1966-06-16

Family

ID=25976397

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0315962A Expired ES315962A1 (en) 1964-08-01 1965-07-29 A procedure for the preparation of bencenosulfonilureas. (Machine-translation by Google Translate, not legally binding)

Country Status (3)

Country Link
ES (1) ES315962A1 (en)
IS (1) IS755B6 (en)
LU (1) LU47778A1 (en)

Also Published As

Publication number Publication date
IS755B6 (en) 1970-11-23
LU47778A1 (en) 1966-07-13
IS1502A7 (en) 1966-02-02

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