UA79998C2 - Process for the preparation of a synthetic intermediate for pesticides - Google Patents

Process for the preparation of a synthetic intermediate for pesticides Download PDF

Info

Publication number: UA79998C2
Authority: UA; Ukraine
Prior art keywords: solvent; range; trifluoromethylaniline; compound; differs
Prior art date: 2002-10-25

Application number

UAA200504880A

Other languages

English (en)

Ukrainian (uk)

Inventor

Bernard Buathier

Roy Pierre Le

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.)

2002-10-25

Filing date

2003-10-24

Publication date

2007-08-10

2003-10-24 Application filed by Basf Agro Bv Arnhem Nl Wadenswil Branch filed Critical Basf Agro Bv Arnhem Nl Wadenswil Branch

2007-08-10 Publication of UA79998C2 publication Critical patent/UA79998C2/uk

Links

238000000034 method Methods 0.000 title claims abstract description 32
238000002360 preparation method Methods 0.000 title abstract description 6
239000000575 pesticide Substances 0.000 title description 5
150000001875 compounds Chemical class 0.000 claims abstract description 25
239000003880 polar aprotic solvent Substances 0.000 claims abstract description 5
125000005843 halogen group Chemical group 0.000 claims abstract description 4
239000002904 solvent Substances 0.000 claims description 13
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 8
239000003153 chemical reaction reagent Substances 0.000 claims description 5
239000012429 reaction media Substances 0.000 claims description 5
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
239000003849 aromatic solvent Substances 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
230000003993 interaction Effects 0.000 claims description 2
238000012876 topography Methods 0.000 claims 1
ODGIMMLDVSWADK-UHFFFAOYSA-N 4-trifluoromethylaniline Chemical compound NC1=CC=C(C(F)(F)F)C=C1 ODGIMMLDVSWADK-UHFFFAOYSA-N 0.000 abstract description 10
238000006243 chemical reaction Methods 0.000 abstract description 5
ITNMAZSPBLRJLU-UHFFFAOYSA-N 2,6-dichloro-4-(trifluoromethyl)aniline Chemical compound NC1=C(Cl)C=C(C(F)(F)F)C=C1Cl ITNMAZSPBLRJLU-UHFFFAOYSA-N 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
230000015572 biosynthetic process Effects 0.000 description 5
OEDUIFSDODUDRK-UHFFFAOYSA-N 5-phenyl-1h-pyrazole Chemical compound N1N=CC=C1C1=CC=CC=C1 OEDUIFSDODUDRK-UHFFFAOYSA-N 0.000 description 4
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
238000004458 analytical method Methods 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000002243 precursor Substances 0.000 description 2
238000000746 purification Methods 0.000 description 2
238000003756 stirring Methods 0.000 description 2
238000003860 storage Methods 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
ZOCSXAVNDGMNBV-UHFFFAOYSA-N 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile Chemical compound NC1=C(S(=O)C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ZOCSXAVNDGMNBV-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
239000005899 Fipronil Substances 0.000 description 1
238000009825 accumulation Methods 0.000 description 1
238000005660 chlorination reaction Methods 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000004821 distillation Methods 0.000 description 1
229940013764 fipronil Drugs 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
239000006260 foam Substances 0.000 description 1
238000007429 general method Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
238000003973 irrigation Methods 0.000 description 1
230000002262 irrigation Effects 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000011068 loading method Methods 0.000 description 1
NOLHNFGCQZTSJS-UHFFFAOYSA-N n,n-dichloro-4-(trifluoromethyl)aniline Chemical compound FC(F)(F)C1=CC=C(N(Cl)Cl)C=C1 NOLHNFGCQZTSJS-UHFFFAOYSA-N 0.000 description 1
SLFVYFOEHHLHDW-UHFFFAOYSA-N n-(trifluoromethyl)aniline Chemical compound FC(F)(F)NC1=CC=CC=C1 SLFVYFOEHHLHDW-UHFFFAOYSA-N 0.000 description 1
IPGPMDGVMCYODH-UHFFFAOYSA-N n-chloro-4-(trifluoromethyl)aniline Chemical compound FC(F)(F)C1=CC=C(NCl)C=C1 IPGPMDGVMCYODH-UHFFFAOYSA-N 0.000 description 1
PUFGEEHFTRCGRD-UHFFFAOYSA-N n-phenyl-n-(trifluoromethyl)carbamoyl fluoride Chemical compound FC(=O)N(C(F)(F)F)C1=CC=CC=C1 PUFGEEHFTRCGRD-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
235000014366 other mixer Nutrition 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
- C07C209/74—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by halogenation, hydrohalogenation, dehalogenation, or dehydrohalogenation
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
- C07C211/45—Monoamines
- C07C211/46—Aniline

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Agronomy & Crop Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

UAA200504880A 2002-10-25 2003-10-24 Process for the preparation of a synthetic intermediate for pesticides UA79998C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR0213392A FR2846325B1 (fr)	2002-10-25	2002-10-25	Nouveau procede de preparation d'un intermediaire de synthese de pesticide
PCT/EP2003/013340 WO2004037766A2 (en)	2002-10-25	2003-10-24	Process for the preparation of 2,6-dihalo-para-trifluoromethylaniline

Publications (1)

Publication Number	Publication Date
UA79998C2 true UA79998C2 (en)	2007-08-10

Family

ID=32088287

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UAA200504880A UA79998C2 (en)	2002-10-25	2003-10-24	Process for the preparation of a synthetic intermediate for pesticides

Country Status (23)

Country	Link
US (1)	US7553993B2 (de)
EP (1)	EP1558560B1 (de)
JP (1)	JP4511359B2 (de)
KR (1)	KR20050055780A (de)
CN (1)	CN100519510C (de)
AT (1)	ATE419230T1 (de)
AU (1)	AU2003288184B2 (de)
BR (1)	BR0315671B1 (de)
CA (1)	CA2503188A1 (de)
DE (1)	DE60325631D1 (de)
DK (1)	DK1558560T3 (de)
EA (1)	EA008062B1 (de)
ES (1)	ES2316840T3 (de)
FR (1)	FR2846325B1 (de)
IL (1)	IL168096A (de)
MX (1)	MXPA05004234A (de)
PL (1)	PL207084B1 (de)
PT (1)	PT1558560E (de)
SI (1)	SI1558560T1 (de)
TW (1)	TWI295154B (de)
UA (1)	UA79998C2 (de)
WO (1)	WO2004037766A2 (de)
ZA (1)	ZA200504203B (de)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2846325B1 (fr) *	2002-10-25	2006-09-08	Bayer Cropscience Sa	Nouveau procede de preparation d'un intermediaire de synthese de pesticide
US7846399B2 (en) *	2004-03-23	2010-12-07	W.R. Grace & Co.-Conn.	System and process for injecting catalyst and/or additives into a fluidized catalytic cracking unit
CN103408437A (zh) *	2013-08-30	2013-11-27	江苏丰华化学工业有限公司	一种制备2,6-二氯-4-三氟甲基苯胺的方法
KR102229374B1 (ko) *	2013-10-10	2021-03-17	바이엘 크롭사이언스 악티엔게젤샤프트	4-[[(벤조일)아미노]설포닐]벤조일 클로라이드의 제조방법 및 아실설파모일벤즈아미드의 제조
WO2015125155A1 (en)	2014-02-19	2015-08-27	Srf Limited	Process for the preparation of 2,6-dihalo-para-trifluoromethyl- anilines as intermediates of pyrazoles
CN103910639A (zh) *	2014-03-13	2014-07-09	凯美泰克（天津）化工科技有限公司	一种制备2,6-二氯-4-三氟甲基苯胺的方法
CN104072379B (zh) *	2014-06-10	2018-03-20	台州海辰药业有限公司	一种2,6‑二氯‑4‑三氟甲基苯胺的制备方法
TWI699351B (zh) *	2015-04-08	2020-07-21	德商拜耳作物科學公司	製備醯基胺磺醯苯甲醯胺之方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3165721D1 (en) *	1980-02-05	1984-10-04	Ici Plc	Method of preparing fluorine-substituted diphenyl ether derivatives and fluorine-substituted halogeno benzene derivatives for use therein
FR2787445B1 (fr) *	1998-12-17	2001-01-19	Rhone Poulenc Agrochimie	Procede de preparation de para-trifluoromethylanilines polyhalogenees
FR2805809B1 (fr) *	2000-03-01	2003-08-08	Rhodia Chimie Sa	Chloration d'une aniline en ortho dans un milieu fluorhydrique
FR2810665A1 (fr) *	2000-06-21	2001-12-28	Rhodia Chimie Sa	Chloration en ortho d'un fluorure de n-arylcarbamoyle dans un milieu fluorhydrique
FR2846325B1 (fr) *	2002-10-25	2006-09-08	Bayer Cropscience Sa	Nouveau procede de preparation d'un intermediaire de synthese de pesticide

2002
- 2002-10-25 FR FR0213392A patent/FR2846325B1/fr not_active Expired - Lifetime
2003
- 2003-10-24 DE DE60325631T patent/DE60325631D1/de not_active Expired - Lifetime
- 2003-10-24 ES ES03780071T patent/ES2316840T3/es not_active Expired - Lifetime
- 2003-10-24 CN CNB2003801019166A patent/CN100519510C/zh not_active Expired - Lifetime
- 2003-10-24 EP EP03780071A patent/EP1558560B1/de not_active Expired - Lifetime
- 2003-10-24 MX MXPA05004234A patent/MXPA05004234A/es active IP Right Grant
- 2003-10-24 EA EA200500688A patent/EA008062B1/ru not_active IP Right Cessation
- 2003-10-24 PT PT03780071T patent/PT1558560E/pt unknown
- 2003-10-24 DK DK03780071T patent/DK1558560T3/da active
- 2003-10-24 TW TW092129612A patent/TWI295154B/zh not_active IP Right Cessation
- 2003-10-24 UA UAA200504880A patent/UA79998C2/uk unknown
- 2003-10-24 WO PCT/EP2003/013340 patent/WO2004037766A2/en not_active Ceased
- 2003-10-24 JP JP2004546031A patent/JP4511359B2/ja not_active Expired - Fee Related
- 2003-10-24 BR BRPI0315671-0A patent/BR0315671B1/pt active IP Right Grant
- 2003-10-24 AU AU2003288184A patent/AU2003288184B2/en not_active Expired
- 2003-10-24 CA CA002503188A patent/CA2503188A1/en not_active Abandoned
- 2003-10-24 KR KR1020057006958A patent/KR20050055780A/ko not_active Ceased
- 2003-10-24 SI SI200331493T patent/SI1558560T1/sl unknown
- 2003-10-24 AT AT03780071T patent/ATE419230T1/de active
- 2003-10-24 US US10/532,160 patent/US7553993B2/en not_active Expired - Lifetime
- 2003-10-24 PL PL375378A patent/PL207084B1/pl not_active IP Right Cessation
2005
- 2005-04-18 IL IL168096A patent/IL168096A/en active IP Right Grant
- 2005-05-24 ZA ZA200504203A patent/ZA200504203B/en unknown

Also Published As

Publication number	Publication date
WO2004037766A3 (en)	2004-08-26
BR0315671B1 (pt)	2014-12-23
JP4511359B2 (ja)	2010-07-28
AU2003288184B2 (en)	2009-09-10
ES2316840T3 (es)	2009-04-16
PL207084B1 (pl)	2010-10-29
US20060142614A1 (en)	2006-06-29
EA200500688A1 (ru)	2005-12-29
DE60325631D1 (de)	2009-02-12
MXPA05004234A (es)	2005-07-05
IL168096A (en)	2010-04-15
ZA200504203B (en)	2006-07-26
WO2004037766A8 (en)	2005-03-17
BR0315671A (pt)	2005-09-06
EP1558560B1 (de)	2008-12-31
AU2003288184A1 (en)	2004-05-13
SI1558560T1 (sl)	2009-04-30
DK1558560T3 (da)	2009-04-14
WO2004037766A2 (en)	2004-05-06
CA2503188A1 (en)	2004-05-06
KR20050055780A (ko)	2005-06-13
CN1705632A (zh)	2005-12-07
EA008062B1 (ru)	2007-02-27
CN100519510C (zh)	2009-07-29
ATE419230T1 (de)	2009-01-15
EP1558560A2 (de)	2005-08-03
JP2006503889A (ja)	2006-02-02
FR2846325A1 (fr)	2004-04-30
TW200421977A (en)	2004-11-01
US7553993B2 (en)	2009-06-30
FR2846325B1 (fr)	2006-09-08
TWI295154B (en)	2008-04-01
PL375378A1 (en)	2005-11-28
PT1558560E (pt)	2009-02-06

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