HUP0202971A2 - Method for monohalogenating aminoaromatic derivatives - Google Patents
Method for monohalogenating aminoaromatic derivativesInfo
- Publication number
- HUP0202971A2 HUP0202971A2 HU0202971A HUP0202971A HUP0202971A2 HU P0202971 A2 HUP0202971 A2 HU P0202971A2 HU 0202971 A HU0202971 A HU 0202971A HU P0202971 A HUP0202971 A HU P0202971A HU P0202971 A2 HUP0202971 A2 HU P0202971A2
- Authority
- HU
- Hungary
- Prior art keywords
- general formula
- formula
- atom
- group
- compounds
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000003367 polycyclic group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A találmány az (I) általános képletű vegyületek előállításáravonatkozik. Az (I) általános képletben A jelentése előnyösen aromáskarbociklusos, monociklusos vagy policiklusos rendszert vagy annakrészét képező gyűrű maradéka, amely adott esetben egy vagy többheteroatomot, mégpedig nitrogén-, kén- és/vagy oxigénatomot tartalmaz;Y jelentése klóratoméval legalább azonos molekulatömegű halogénatom,amely az amin-funkcióscsoporthoz viszonyítva para- vagy orto-helyzetben elhelyezkedő szénatomon van jelen; X jelentése egy vagytöbb azonos vagy különböző helyettesítő, mégpedig - halogénatom, -Z(R3) általános képletű csoport, ahol Z jelentése oxigén- vagykénatom, és R3 jelentése hidrogénatom vagy adott esetbenhelyettesített szénhidrogéncsoport, -O-SO2(R3s) általános képletűcsoport, ahol R3 jelentése a fent megadott; n jelentése egy egészszám, amelynek értéke az A-val jelölt aromás gyűrű méreténekmegfelelően változhat, előnyösen 1 és 5 közötti szám; R1 és R2jelentése egymástól függetlenül hidrogénatom vagy szénhidrogéncsoport,amelynek során egy (II) általános képletű vegyületet, amelynekképletében R1, R2, A, X és n jelentése a tárgyi körben megadott, aholaz amin- funkcióscsoporthoz képest para- vagy orto-helyzetek legalábbegyike helyettesítetlen, megfelelő mennyiségű HY általános képletűhidrogén-halogeniddel, utóbbi képletében Y jelentése a tárgyi körbenmegadott, reagáltatunk egy, a H+ protonok elfogyasztására alkalmasoxidálószer jelenlétében, amely reakciót savas körülmények közöttvégezik, ahol a (II) általános képletű vegyület legalább egy részeprotonált formában van az oxidálószerrel történő érintkeztetéskor, ésaz (I) általános képletű vegyületet kinyerik. A találmány kiterjed a(III) képletű vegyületek (la) általános képletű vegyületekből történőelőállítására is. ÓThe invention relates to the preparation of compounds of formula (I). In the general formula (I), A is preferably the residue of a ring forming an aromatic carbocyclic, monocyclic or polycyclic system or a part thereof, which optionally contains one or more heteroatoms, namely nitrogen, sulfur and/or oxygen atoms; Y is a halogen atom of at least the same molecular weight as a chlorine atom, which is it is present on a carbon atom located in the para- or ortho-position relative to the amine functional group; X represents one or more identical or different substituents, namely - a halogen atom, a group of the general formula -Z(R3), where Z is an oxygen or sulfur atom, and R3 is a hydrogen atom or an optionally substituted hydrocarbon group, a group of the general formula -O-SO2(R3s), where R3 means as given above; n is an integer, the value of which may vary according to the size of the aromatic ring marked with A, preferably a number between 1 and 5; The meanings of R1 and R2 independently of each other are a hydrogen atom or a hydrocarbon group, whereby a compound of general formula (II), in whose formula R1, R2, A, X and n have the meanings given in the scope, where at least one of the para- or ortho-positions compared to the amine functional group is unsubstituted, corresponding with an amount of hydrogen halide of the general formula HY, in the latter formula the meaning of Y is given in the scope, is reacted in the presence of an oxidizing agent suitable for consuming H+ protons, which reaction is carried out under acidic conditions, where the compound of the general formula (II) is at least partially protonated upon contact with the oxidizing agent, and A compound of general formula (I) is obtained. The invention also covers the production of compounds of formula (III) from compounds of general formula (la). HE
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9910743A FR2797871B1 (en) | 1999-08-24 | 1999-08-24 | USEFUL PROCESS FOR MONOHALOGENATING AMINOAROMATIC DERIVATIVES |
| PCT/FR2000/002365 WO2001014311A1 (en) | 1999-08-24 | 2000-08-24 | Method for monohalogenating aminoaromatic derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HUP0202971A2 true HUP0202971A2 (en) | 2003-01-28 |
Family
ID=9549308
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0202971A HUP0202971A2 (en) | 1999-08-24 | 2000-08-24 | Method for monohalogenating aminoaromatic derivatives |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP1206440A1 (en) |
| AU (1) | AU7015900A (en) |
| CA (1) | CA2382559A1 (en) |
| FR (1) | FR2797871B1 (en) |
| HU (1) | HUP0202971A2 (en) |
| IL (1) | IL148233A0 (en) |
| NO (1) | NO20020879L (en) |
| WO (1) | WO2001014311A1 (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05505184A (en) * | 1990-01-31 | 1993-08-05 | マリンクロット，インコーポレーテッド | Halogenation of aromatic amine compounds |
| WO1998008785A1 (en) * | 1996-08-30 | 1998-03-05 | Aventis Research & Technologies Gmbh & Co Kg | Bromination of aromatic compounds with ozone |
-
1999
- 1999-08-24 FR FR9910743A patent/FR2797871B1/en not_active Expired - Fee Related
-
2000
- 2000-08-24 AU AU70159/00A patent/AU7015900A/en not_active Abandoned
- 2000-08-24 CA CA002382559A patent/CA2382559A1/en not_active Abandoned
- 2000-08-24 HU HU0202971A patent/HUP0202971A2/en unknown
- 2000-08-24 WO PCT/FR2000/002365 patent/WO2001014311A1/en not_active Application Discontinuation
- 2000-08-24 EP EP00958730A patent/EP1206440A1/en not_active Withdrawn
- 2000-08-24 IL IL14823300A patent/IL148233A0/en unknown
-
2002
- 2002-02-22 NO NO20020879A patent/NO20020879L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001014311A1 (en) | 2001-03-01 |
| NO20020879D0 (en) | 2002-02-22 |
| EP1206440A1 (en) | 2002-05-22 |
| FR2797871B1 (en) | 2002-07-12 |
| CA2382559A1 (en) | 2001-03-01 |
| IL148233A0 (en) | 2002-09-12 |
| FR2797871A1 (en) | 2001-03-02 |
| NO20020879L (en) | 2002-04-24 |
| AU7015900A (en) | 2001-03-19 |
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