LU84129A1 - Procede d'halogenation en meta de n-(o,o'-dialkyl phenyl)alaninates et homologues - Google Patents

Procede d'halogenation en meta de n-(o,o'-dialkyl phenyl)alaninates et homologues Download PDF

Info

Publication number: LU84129A1
Authority: LU; Luxembourg
Prior art keywords: formula; alaninates; approvals; lewis acid; dialkyl phenyl
Prior art date: 1981-05-08

Application number

LU84129A

Other languages

English (en)

French (fr)

Inventor

Guy Lacroix

Original Assignee

Rhone Poulenc Agrochimie

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.)

1981-05-08

Filing date

1982-05-05

Publication date

1984-03-07

1982-05-05 Application filed by Rhone Poulenc Agrochimie filed Critical Rhone Poulenc Agrochimie

1984-03-07 Publication of LU84129A1 publication Critical patent/LU84129A1/fr

Links

238000000034 method Methods 0.000 title claims description 19
230000026030 halogenation Effects 0.000 title description 3
238000005658 halogenation reaction Methods 0.000 title description 3
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 title 1
150000001875 compounds Chemical class 0.000 claims description 11
239000002841 Lewis acid Substances 0.000 claims description 8
150000007517 lewis acids Chemical class 0.000 claims description 8
238000006243 chemical reaction Methods 0.000 claims description 7
238000009835 boiling Methods 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 2
PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 claims description 2
239000007788 liquid Substances 0.000 claims description 2
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 2
SNGROCQMAKYWRE-UHFFFAOYSA-N 2'-chlorobiphenyl-2,3-diol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)Cl)=C1O SNGROCQMAKYWRE-UHFFFAOYSA-N 0.000 claims 1
239000004215 Carbon black (E152) Substances 0.000 claims 1
229930195733 hydrocarbon Natural products 0.000 claims 1
150000002430 hydrocarbons Chemical class 0.000 claims 1
239000000047 product Substances 0.000 description 11
-1 alkane carboxylic esters Chemical class 0.000 description 6
229910052736 halogen Inorganic materials 0.000 description 5
150000002367 halogens Chemical class 0.000 description 5
QNAYBMKLOCPYGJ-UHFFFAOYSA-M alaninate Chemical compound CC(N)C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-M 0.000 description 4
239000000460 chlorine Substances 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
238000003756 stirring Methods 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
239000012429 reaction media Substances 0.000 description 3
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
229910052794 bromium Inorganic materials 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
229910052753 mercury Inorganic materials 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
239000000575 pesticide Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
229910016467 AlCl 4 Inorganic materials 0.000 description 1
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
241000208202 Linaceae Species 0.000 description 1
235000004431 Linum usitatissimum Nutrition 0.000 description 1
239000002253 acid Substances 0.000 description 1
125000001931 aliphatic group Polymers 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
150000001448 anilines Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
239000005457 ice water Substances 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
DWKPPFQULDPWHX-VKHMYHEASA-N l-alanyl ester Chemical compound COC(=O)[C@H](C)N DWKPPFQULDPWHX-VKHMYHEASA-N 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
150000001247 metal acetylides Chemical class 0.000 description 1
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

LU84129A 1981-05-08 1982-05-05 Procede d'halogenation en meta de n-(o,o'-dialkyl phenyl)alaninates et homologues LU84129A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR8109379		1981-05-08
FR8109379A FR2505327A1 (fr)	1981-05-08	1981-05-08	Procede d'halogenation en meta de n-(o,o'-dialkyl phenyl) alaninates et homologues

Publications (1)

Publication Number	Publication Date
LU84129A1 true LU84129A1 (fr)	1984-03-07

Family

ID=9258312

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LU84129A LU84129A1 (fr)	1981-05-08	1982-05-05	Procede d'halogenation en meta de n-(o,o'-dialkyl phenyl)alaninates et homologues

Country Status (7)

Country	Link
BE (1)	BE893117A (it)
DE (1)	DE3217029A1 (it)
FR (1)	FR2505327A1 (it)
GB (1)	GB2098210A (it)
IT (1)	IT1152114B (it)
LU (1)	LU84129A1 (it)
NL (1)	NL8201764A (it)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4721797A (en) *	1986-09-02	1988-01-26	Ciba-Geigy Corporation	Process for the preparation of N-acyl-N-alkyl-2,6-dialkyl-3-chloroanilines
JPH01106850A (ja) *	1986-09-02	1989-04-24	Ciba Geigy Ag	Ｎ−アシル−ｎ−アルキル−２，６−ジアルキル−３−クロロアニリンの製造方法
ES2032302T3 (es) *	1987-10-09	1993-02-01	Ciba-Geigy Ag	Procedimiento para la obtencion de n-acil-n-alquil-2,6-dialquil-3-cloroanilinas.
US4918230A (en) *	1988-06-14	1990-04-17	Ciba-Geigy Corporation	Process for the preparation 4-bromoaniline hydrobromides

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US1730729A (en) *	1926-10-06	1929-10-08	Gen Aniline Works Inc	Chlorsubstituted product of the 1-amino-2.4-dimethylbenzene and process of preparing it
US2813118A (en) *	1953-07-16	1957-11-12	American Cystoscope Makers Inc	X-ray contrast compounds
OA04979A (fr) *	1974-04-09	1980-11-30	Ciba Geigy	Nouveaux dérivés de l'aniline utiles comme agents microbicides et leur procédé de préparation.

1981
- 1981-05-08 FR FR8109379A patent/FR2505327A1/fr active Granted
1982
- 1982-04-28 NL NL8201764A patent/NL8201764A/nl not_active Application Discontinuation
- 1982-05-04 IT IT21070/82A patent/IT1152114B/it active
- 1982-05-05 GB GB8213005A patent/GB2098210A/en not_active Withdrawn
- 1982-05-05 LU LU84129A patent/LU84129A1/fr unknown
- 1982-05-06 DE DE19823217029 patent/DE3217029A1/de not_active Withdrawn
- 1982-05-07 BE BE0/208038A patent/BE893117A/fr not_active IP Right Cessation

Also Published As

Publication number	Publication date
DE3217029A1 (de)	1982-11-25
NL8201764A (nl)	1982-12-01
FR2505327A1 (fr)	1982-11-12
GB2098210A (en)	1982-11-17
IT1152114B (it)	1986-12-31
IT8221070A0 (it)	1982-05-04
FR2505327B1 (it)	1984-08-10
BE893117A (fr)	1982-11-08

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