ES480873A1 - 1,2,4-Triazolidin-3-ones (and -thiones) - Google Patents

1,2,4-Triazolidin-3-ones (and -thiones)

Info

Publication number
ES480873A1
ES480873A1 ES480873A ES480873A ES480873A1 ES 480873 A1 ES480873 A1 ES 480873A1 ES 480873 A ES480873 A ES 480873A ES 480873 A ES480873 A ES 480873A ES 480873 A1 ES480873 A1 ES 480873A1
Authority
ES
Spain
Prior art keywords
alkyl
formula
halogens
optionally substituted
phenyl optionally
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
ES480873A
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.)
Montedison SpA
Original Assignee
Montedison SpA
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 Montedison SpA filed Critical Montedison SpA
Publication of ES480873A1 publication Critical patent/ES480873A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/101,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/12Oxygen or sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Un procedimiento para la obtención de triazolidin-3-onas o -tionas, de la fórmula-01: **(Fórmula-01)** en donde: R1 = H o R2; R2 = un alquilo de o cicloalquilo de C1-6; o R1 y R2 = junto con el anillo triazolidínico forman un grupo espiránico eventualmente sustituido con 1-3 grupos metílicos. R3 = un alquilo de C1-6; o fenilo eventualmente substituido con 1-3 halógenos, o con grupos alquílicos de C1-3, o NO2; X= O; S cuando X = O, R4 = H; alquilo de C1-6; fenilo eventualmente substituido por 1-3 halógenos, cuando X = S, R4 = alquilo de C1-6; fenilo eventualmente substituido por 1-3 halógenos, caracterizado porque se hace reaccionar una cetona R1-CO-R2 o un aldehido con una alquil- o aril-hidrazina para proporcionar la hidrazona y porque ésta se hace reaccionar luego con un iso(tio)cianato según la reacción de la fórmula-02: **(Fórmula-02)** donde R1, R2, R3, R4 y X tienen el significado expuesto antes.A procedure for obtaining triazolidin-3-ones or -thiones, of formula-01: **(Formula-01)** where: R1 = H or R2; R2 = a C1-6 alkyl or cycloalkyl; o R1 and R2 = together with the triazolidinic ring they form a spiranic group eventually substituted with 1-3 methyl groups. R3 = a C1-6 alkyl; or phenyl optionally substituted with 1-3 halogens, or with C1-3 alkyl groups, or NO2; X=O; S when X = O, R4 = H; C1-6 alkyl; phenyl optionally substituted by 1-3 halogens, when X = S, R4 = C1-6 alkyl; phenyl optionally substituted by 1-3 halogens, characterized in that a ketone R1-CO-R2 or an aldehyde is reacted with an alkyl- or aryl-hydrazine to provide the hydrazone and in that this is then reacted with an iso(thio)cyanate according to the reaction of formula-02: **(Formula-02)** where R1, R2, R3, R4 and X have the meaning set forth above.

ES480873A 1978-05-25 1979-05-24 1,2,4-Triazolidin-3-ones (and -thiones) Expired ES480873A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT23796/78A IT1096333B (en) 1978-05-25 1978-05-25 1,2,4-TRIAZOLIDIN-3-ONI E-TIONI

Publications (1)

Publication Number Publication Date
ES480873A1 true ES480873A1 (en) 1980-08-16

Family

ID=11210061

Family Applications (1)

Application Number Title Priority Date Filing Date
ES480873A Expired ES480873A1 (en) 1978-05-25 1979-05-24 1,2,4-Triazolidin-3-ones (and -thiones)

Country Status (8)

Country Link
JP (1) JPS54154769A (en)
BE (1) BE876557A (en)
DE (1) DE2921307A1 (en)
ES (1) ES480873A1 (en)
FR (1) FR2426683A1 (en)
GB (1) GB2021586B (en)
IT (1) IT1096333B (en)
NL (1) NL7903973A (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH651029A5 (en) * 1980-12-25 1985-08-30 Nihon Nohyaku Co Ltd TRIAZOLINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND HERBICIDES CONTAINING IT.
US4980480A (en) * 1989-09-08 1990-12-25 Fmc Corporation Production of triazolinones
US5310724A (en) * 1990-02-09 1994-05-10 Fmc Corporation Herbicidal substituted phenyl-1,2,4-triazol-5(1H)-thiones
US5440045A (en) * 1992-05-13 1995-08-08 Fmc Corporation Triazolinone ring formation in tert-butanol
US5256793A (en) * 1992-05-13 1993-10-26 Fmc Corporation Triazolinone ring formation in tert-butanol
DE102005059279A1 (en) * 2005-12-12 2007-06-28 Phenion Gmbh & Co. Kg Fungicidal or antifungal compounds

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3922162A (en) 1974-03-28 1975-11-25 Velsicol Chemical Corp 2-Alkyl-4-aryl-1,2,4-triazolidin-3-ones
DE2440378A1 (en) 1974-08-23 1976-03-04 Bayer Ag Antiphlogistic and analgesic prepns. - contg. 1,2,4-triazolidin-5-thiones prepd. by reacting hydrazones with alkalithiocyanates

Also Published As

Publication number Publication date
NL7903973A (en) 1979-11-27
IT7823796A0 (en) 1978-05-25
GB2021586A (en) 1979-12-05
IT1096333B (en) 1985-08-26
DE2921307A1 (en) 1979-11-29
FR2426683A1 (en) 1979-12-21
JPS54154769A (en) 1979-12-06
GB2021586B (en) 1982-10-06
BE876557A (en) 1979-11-26

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