IL165895A - Process for the preparation of phenyl pyrazole compounds - Google Patents

Process for the preparation of phenyl pyrazole compounds

Info

Publication number
IL165895A
IL165895A IL165895A IL16589504A IL165895A IL 165895 A IL165895 A IL 165895A IL 165895 A IL165895 A IL 165895A IL 16589504 A IL16589504 A IL 16589504A IL 165895 A IL165895 A IL 165895A
Authority
IL
Israel
Prior art keywords
compound
carried out
formula
general formula
iii
Prior art date
Application number
IL165895A
Other versions
IL165895A0 (en
Original Assignee
Basf Agro Bv Arnhem Nl Wadenswil Branch
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 Basf Agro Bv Arnhem Nl Wadenswil Branch filed Critical Basf Agro Bv Arnhem Nl Wadenswil Branch
Publication of IL165895A0 publication Critical patent/IL165895A0/en
Publication of IL165895A publication Critical patent/IL165895A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings 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
    • C07D231/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/60—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings 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
    • C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Catalysts (AREA)

Description

165895/2

Claims (18)

1. A process for the preparation of compound (III) which comprises the reaction between a compound of general formula (V) and dicyano acetylene (IV), said reaction carried out in the presence of water wherein R is selected from CF3, or Ci to Ce alkyl M is an alkaline or alkaline-earth metal or silver
2. A process as claimed in claim 1 wherein R is CF3 and M is silver
3. A process as claimed in claim 1 or claim 2 carried out in the presence of an organic solvent which is miscible with water.
4. A process as claimed in claim 3 in which the solvent is acetone or tetrahydrofuran.
5. A process as claimed in any one of the preceding claims carried out at a temperature of from -100 to +50°C
6. A process as claimed in any one of the preceding claims carried wherein the molar ratio of dicyano acetylene to compound of formula (V) is from 5:1 to 1 :5.
7. A compound according to general formula (III) as defined in claim 1, wherein R is CF3.
8. A process for the preparation of compound (VII) which comprises a first step of reaction of an aryl hydrazine of compound (I) with a compound of general formula (III) to produce an intermediate compound of general formula (VI), and a second step which comprises the oxidation of the compound (VI), according to the reaction scheme below where R is a selected from CF3 or C| to Ce alkyl.
9. A process as claimed in claim 8 wherein the compound of formula (VI) is 1 -trifluoromethyl thio 2 - (2,6 - dichloro - 4 - trifluoromethyl phenylhydrazino) succinonitrile.
10. A process as claimed in claim 8 or claim 9 carried out in the presence of a polar solvent selected from tetrahydrofurane, N-methylpyrrolidone, N,N-dimethylformamide and dimethylsulphoxide
11. A process as claimed in any one of claim in 8 to 10 carried out in the presence of a catalyst selected from N-benzyltrimethylammonium hydroxide, or alanine.
12. A process as claimed in any one of claim in 8 to 1 1 carried out at a temperature of from 0 to about 150°C
13. A process as claimed in any one of claim in 8 to 12 wherein the molar ratio of compound of formula (III) to compound of formula (I) is from 1 : 10 to 10: 1.
14. A process as claimed in any one of claims 8 to 13 wherein the second step is carried out in the presence of a quinone, a peroxide, a hypohalite or an alkali metal hydroxide
15. A process as claimed in any one of claims 8 to 14 wherein the second step is carried out in the presence of air and optionally a metal salt or oxide
16. A process as claimed in any one of claims 8 to 15 wherein the second step is carried out in the presence of an aromatic halogenated or non-halogenated hydrocarbon solvent.
17. A process as claimed in any one of the claims 8 to 16 wherein the second step is carried out at a temperature of from 20 to 150°C 9 165895/2
18. A compound according to general formula (VI) as defined in claim 8, wherein R s CF3. For the Applicants REINHOLD COHN & PARTNERS
IL165895A 2002-07-05 2004-12-21 Process for the preparation of phenyl pyrazole compounds IL165895A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP02356131A EP1378506B1 (en) 2002-07-05 2002-07-05 Process for the preparation of phenyl pyrazole compounds
PCT/EP2003/008212 WO2004005245A1 (en) 2002-07-05 2003-06-30 Process for the preparation of phenyl pyrazole compounds

Publications (2)

Publication Number Publication Date
IL165895A0 IL165895A0 (en) 2006-01-15
IL165895A true IL165895A (en) 2010-02-17

Family

ID=29719789

Family Applications (1)

Application Number Title Priority Date Filing Date
IL165895A IL165895A (en) 2002-07-05 2004-12-21 Process for the preparation of phenyl pyrazole compounds

Country Status (15)

Country Link
US (2) US7129372B2 (en)
EP (1) EP1378506B1 (en)
JP (1) JP4401957B2 (en)
KR (1) KR101011835B1 (en)
CN (2) CN1317264C (en)
AU (1) AU2003250177B2 (en)
BR (1) BR0312469B1 (en)
CA (1) CA2490987C (en)
EA (1) EA009069B1 (en)
IL (1) IL165895A (en)
MX (1) MXPA05000054A (en)
PL (1) PL212491B1 (en)
UA (1) UA79295C2 (en)
WO (1) WO2004005245A1 (en)
ZA (1) ZA200501047B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1378506B1 (en) * 2002-07-05 2006-07-26 BASF Agro B.V., Arnhem (NL), Wädenswil-Branch Process for the preparation of phenyl pyrazole compounds
US7667076B2 (en) * 2005-09-14 2010-02-23 Regents Of The University Of California Amide forming chemical ligation
EP2443093B8 (en) * 2009-03-16 2013-10-09 Basf Se Process for the preparation of pyrazole derivatives
WO2014163933A1 (en) * 2013-03-13 2014-10-09 Dow Agrosciences Llc Process for preparation of triaryl pesticide intermediate
US9108932B2 (en) 2013-03-13 2015-08-18 Dow Agrosciences Llc Preparation of haloalkoxyarylhydrazines and intermediates therefrom
MX2016004945A (en) 2013-10-17 2016-06-28 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds.
US10233155B2 (en) 2016-12-29 2019-03-19 Dow Agrosciences Llc Processes for the preparation of pesticide compounds

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL8202335A (en) * 1982-06-09 1982-08-02 Single Buoy Moorings Apparatus for holding a buoyant body in place relative to another body.
GB8531485D0 (en) 1985-12-20 1986-02-05 May & Baker Ltd Compositions of matter
GB8713768D0 (en) 1987-06-12 1987-07-15 May & Baker Ltd Compositions of matter
US6638510B1 (en) * 1994-09-08 2003-10-28 Board Of Trustees Of Michigan State University Recombinant plasmid and a method of controlling the effects of Yersinia pestis
SE517612C2 (en) * 1995-12-20 2002-06-25 Rhone Poulenc Agrochimie Use of 5-amino-4-ethylsulfinyl-1-arylpyrazole compounds as pesticides
DK0966445T3 (en) * 1997-03-03 2001-09-24 Aventis Cropscience Sa Methods for the preparation of intermediates for pesticides
EP1378506B1 (en) * 2002-07-05 2006-07-26 BASF Agro B.V., Arnhem (NL), Wädenswil-Branch Process for the preparation of phenyl pyrazole compounds

Also Published As

Publication number Publication date
MXPA05000054A (en) 2005-12-05
CN1665781A (en) 2005-09-07
EP1378506B1 (en) 2006-07-26
CN1978432A (en) 2007-06-13
WO2004005245A1 (en) 2004-01-15
KR101011835B1 (en) 2011-01-31
JP4401957B2 (en) 2010-01-20
ZA200501047B (en) 2006-10-25
CN1317264C (en) 2007-05-23
CN100572361C (en) 2009-12-23
BR0312469B1 (en) 2014-02-25
US20070021620A1 (en) 2007-01-25
CA2490987A1 (en) 2004-01-15
EP1378506A1 (en) 2004-01-07
UA79295C2 (en) 2007-06-11
PL212491B1 (en) 2012-10-31
IL165895A0 (en) 2006-01-15
BR0312469A (en) 2005-05-03
US20060052614A1 (en) 2006-03-09
EA009069B1 (en) 2007-10-26
AU2003250177B2 (en) 2009-08-20
CA2490987C (en) 2011-04-12
KR20060052644A (en) 2006-05-19
US7323574B2 (en) 2008-01-29
PL374842A1 (en) 2005-11-14
AU2003250177A1 (en) 2004-01-23
US7129372B2 (en) 2006-10-31
EA200500158A1 (en) 2005-06-30
JP2005532384A (en) 2005-10-27

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