GB1096600A - Fluoro-aromatic substituted heterocyclic compounds - Google Patents

Fluoro-aromatic substituted heterocyclic compounds

Info

Publication number
GB1096600A
GB1096600A GB3453565A GB3453565A GB1096600A GB 1096600 A GB1096600 A GB 1096600A GB 3453565 A GB3453565 A GB 3453565A GB 3453565 A GB3453565 A GB 3453565A GB 1096600 A GB1096600 A GB 1096600A
Authority
GB
United Kingdom
Prior art keywords
formula
triazole
phenyl
group
pentafluorophenyl
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
GB3453565A
Inventor
Eric Royle Lynch
William Cummings
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.)
Monsanto Chemicals Ltd
Original Assignee
Monsanto Chemicals Ltd
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 Monsanto Chemicals Ltd filed Critical Monsanto Chemicals Ltd
Priority to GB3453565A priority Critical patent/GB1096600A/en
Publication of GB1096600A publication Critical patent/GB1096600A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
    • C07D271/107—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with two aryl or substituted aryl radicals attached in positions 2 and 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles

Abstract

The invention comprises compounds of the formula <FORM:1096600/C2/1> where X is O, S, = NH or = NR11 and R, R1 and R11 are each an aromatic or fluoroaromatic group provided that at least one of R, R1 and R11 is a fluoroaromatic group. Each group R, R1 and R11 may be phenyl, fluorophenyl, naphthyl, fluoronaphthyl, a phenyl or fluorophenyl group having a second phenyl or fluorophenyl group linked to the first directly or through an oxygen or sulphur atom or through an alkylene, carbonyl or sulphonyl group; or a phenyl or fluorophenyl group having a chlorine or bromine atom as a nuclear substituent and processes for the preparation of an oxadiazole as defined above wherein a hydrazine derivative of the formula R.CO. NHNHCO.R1 is dehydrated; of a thiadiazole as defined above wherein a hydrazine derivative of the formula R.CO.NHNHCO.R1 is reacted with a phosphorus sulphide; of a 3,5-disubstituted 1,2,4-triazole as defined above wherein a hydrazide of the formula R.CO.NHNH2 or R1.CO.NHNH2 is reacted with an aromatic nitrile of the formula R1.CN or RCN in the presence of an acid that forms an acid addition salt with the hydrazide and of a 3,4,5-trisubstituted-1,2,4-triazole as defined above in which a hydrazine derivative of the formula R.CO. NHNH.CO.R1 is reacted with an N-R11-substituted amide of an aromatic sulphonic acid. The examples describe the preparation of 2,5 - bis(pentafluorophenyl) - 1,3,4- oxadiazole and -thiadiazole, 3,5-bis(pentafluorophenyl) - 1,2,4 - triazole - 3,5 - bis(pentafluorophenyl) - 4 - phenyl - 1,2,4 - triazole, 3,4,5-tris(pentafluorophenyl)-1,2,4-triazole and 2,5-bis(2,3,5,6 - tetrafluorophenyl) - 1,3,4 - oxadiazole.
GB3453565A 1965-08-12 1965-08-12 Fluoro-aromatic substituted heterocyclic compounds Expired GB1096600A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3453565A GB1096600A (en) 1965-08-12 1965-08-12 Fluoro-aromatic substituted heterocyclic compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3453565A GB1096600A (en) 1965-08-12 1965-08-12 Fluoro-aromatic substituted heterocyclic compounds

Publications (1)

Publication Number Publication Date
GB1096600A true GB1096600A (en) 1967-12-29

Family

ID=10366834

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3453565A Expired GB1096600A (en) 1965-08-12 1965-08-12 Fluoro-aromatic substituted heterocyclic compounds

Country Status (1)

Country Link
GB (1) GB1096600A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4370336A (en) * 1979-06-11 1983-01-25 Gruppo Lepetit S.P.A. 3,5-Disubstituted-1H-1,2,4-triazole derivatives as antifertility agents
US4379155A (en) * 1979-06-11 1983-04-05 Gruppo Lepetit S.P.A. 3,5-Disubstituted-1H-1,2,4-triazole derivatives
JP2016222688A (en) * 2007-05-17 2016-12-28 株式会社半導体エネルギー研究所 Triazole derivative
US11581487B2 (en) 2017-04-26 2023-02-14 Oti Lumionics Inc. Patterned conductive coating for surface of an opto-electronic device
US11730012B2 (en) 2019-03-07 2023-08-15 Oti Lumionics Inc. Materials for forming a nucleation-inhibiting coating and devices incorporating same
US11751415B2 (en) 2018-02-02 2023-09-05 Oti Lumionics Inc. Materials for forming a nucleation-inhibiting coating and devices incorporating same

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4370336A (en) * 1979-06-11 1983-01-25 Gruppo Lepetit S.P.A. 3,5-Disubstituted-1H-1,2,4-triazole derivatives as antifertility agents
US4379155A (en) * 1979-06-11 1983-04-05 Gruppo Lepetit S.P.A. 3,5-Disubstituted-1H-1,2,4-triazole derivatives
JP2016222688A (en) * 2007-05-17 2016-12-28 株式会社半導体エネルギー研究所 Triazole derivative
US10790451B2 (en) 2007-05-17 2020-09-29 Semiconductor Energy Laboratory Co., Ltd. Triazole derivative, and light-emitting element, light-emitting device, and electronic device with the use of triazole derivative
US11581487B2 (en) 2017-04-26 2023-02-14 Oti Lumionics Inc. Patterned conductive coating for surface of an opto-electronic device
US11751415B2 (en) 2018-02-02 2023-09-05 Oti Lumionics Inc. Materials for forming a nucleation-inhibiting coating and devices incorporating same
US11730012B2 (en) 2019-03-07 2023-08-15 Oti Lumionics Inc. Materials for forming a nucleation-inhibiting coating and devices incorporating same

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