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GB1290693A - - Google Patents

Info

Publication number
GB1290693A
GB1290693A GB1290693DA GB1290693A GB 1290693 A GB1290693 A GB 1290693A GB 1290693D A GB1290693D A GB 1290693DA GB 1290693 A GB1290693 A GB 1290693A
Authority
GB
United Kingdom
Prior art keywords
group
general formula
alkyl
cyano
reaction
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
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
Priority claimed from YU255768A external-priority patent/YU32622B/en
Application filed filed Critical
Publication of GB1290693A publication Critical patent/GB1290693A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1290693 Imidazole derivatives KRKA TOVARNA ZDRAVIL 31 Oct 1969 [1 Nov 1968] 53521/69 Heading C2C Novel imidazole derivatives of the general formula wherein R 1 is a hydrogen atom or a C 1-4 alkyl, haloalkoxy-C 1-4 alkyl or hydroxy-C 1-4 alkyl group, R 2 is a C 1-4 alkyl group, and one of R 3 and R 4 is a halogen atom when the other is an amino, cyano, C 1-4 alkoxy, C 1-4 alkylamino, C 1-4 hydroxyalkylamino or piperidino group, a group of the general formula or a halogen atom; or one of R 3 and R 4 is a nitro group when the other is an amino, cyano, C 1-4 alkoxy, C 1-4 alkylamino, C 1-4 hydroxyalkylamino or piperidino group or a halogen atom; or one of R 3 and R 4 is the group of the above formula when the other is a cyano group, are prepared (a) when one of R 3 and R 4 is a nitro group and the other is an amino group, by reaction of a nitro-imidazole of the general formula with hydroxylamine or a salt thereof; (b) when one of R 3 and R 4 is a nitro group and the other is a C 1-4 alkoxy or cyano group, by reaction of a halonitroimidazole of the general formula wherein Hal is a halogen atom, with a metal compound of the general formula MeR 5 , wherein Me is an alkali metal and R 5 is a C 1-4 alkoxy or cyano group; (c) when one of R 3 and R 4 is a nitro group and the other is a piperidino group, by reaction of a halonitroimidazole of the fourth general formula above with piperidine; (d) when one of R 3 and R 4 is a group of the second general formula above and the other is a cyano group, by reaction of a nitroimidazole of the third general formula above with an alkali metal cyanide; (e) when one of R 3 and R 4 is a nitro group and the other is a C 1-4 alkylamino or C 1-4 hydroxyalkylamino group, by reaction of a halonitroimidazole of the fourth general formula above with an amine of the general formula H 2 NR 6 , wherein R 6 is a C 1-4 alkyl or C 1-4 hydroxyalkyl group; (f) when R 1 is a C 1-4 alkyl group, by N-alkylation of the corresponding imidazole derivative of the first general formula above wherein R 1 is a hydrogen atom; and (g) when R 3 and/or R 4 is a halogen atom, by halogenation of the corresponding imidazole derivative of the first general formula above wherein R 3 and/or R 4 is a hydrogen atom.
GB1290693D 1968-11-01 1969-10-31 Expired GB1290693A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
YU1839468 1968-11-01
YU255768A YU32622B (en) 1968-11-01 1968-11-01 Postopek za pripravo novih derivatov imidazola

Publications (1)

Publication Number Publication Date
GB1290693A true GB1290693A (en) 1972-09-27

Family

ID=27130838

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1290693D Expired GB1290693A (en) 1968-11-01 1969-10-31

Country Status (4)

Country Link
AT (3) AT296287B (en)
BE (1) BE741077A (en)
DE (1) DE1954705A1 (en)
GB (1) GB1290693A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0024023B2 (en) * 1979-08-11 1992-11-11 Bayer Ag Antimycotic agents with enhanced release of the active ingredients

Also Published As

Publication number Publication date
DE1954705A1 (en) 1970-05-21
AT296287B (en) 1972-02-10
AT296286B (en) 1972-02-10
AT293379B (en) 1971-10-11
BE741077A (en) 1970-04-01

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee