FI64580C - Foerfarande foer framstaellning av terapeutiskt aktiv n,n-dimetyl-3-(4-bromfenyl)-3-(3-pyridyl)-allylamin och den som mellanprodukt anvaendbara foereningen 1-(4-bromfenyl)-1-(3-pyridyl)-eten - Google Patents
Foerfarande foer framstaellning av terapeutiskt aktiv n,n-dimetyl-3-(4-bromfenyl)-3-(3-pyridyl)-allylamin och den som mellanprodukt anvaendbara foereningen 1-(4-bromfenyl)-1-(3-pyridyl)-eten Download PDFInfo
- Publication number
- FI64580C FI64580C FI771592A FI771592A FI64580C FI 64580 C FI64580 C FI 64580C FI 771592 A FI771592 A FI 771592A FI 771592 A FI771592 A FI 771592A FI 64580 C FI64580 C FI 64580C
- Authority
- FI
- Finland
- Prior art keywords
- bromophenyl
- pyridyl
- reaction
- process according
- dimethyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/26—Radicals substituted by halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/50—Ketonic radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (11)
1. Menetelmä terapeuttisesti aktiivisen N,N-dimetyyii_3_ (4-bromifenyyli)-3-(3-pyridyyli)-allyyliamiinin , jolla on kaava xc ^ il CHCH,N-CH, ch3 tai sen suolan valmistamiseksi, tunnettu siitä, että yhdiste, jolla on kaava . Br II CH2 tai sen suola, saatetaan reagoimaan ylimäärän kanssa formaldehydiä ja dimetyyliamiinin tai sen suolan kanssa, jota on ylimäärin formaldehydin määrään nähden, happokatalysoimalla orgaanisessa liuottimessa, minkä jälkeen muodostunut tuote haluttaessa muutetaan yhdeksi sen geometrisistä isomeereistä tai otetaan talteen tällaisena.
2. Patenttivaatimuksen 1 mukainen menetelmä, tunnet-t u siitä, että muodostunut tuote muutetaan Z-isomeeriksi tai otetaan tällaisena talteen.
3. Patenttivaatimuksen 1 tai 2 mukainen menetelmä, tunnettu siitä, että liuottimena käytetään etikkahappoa. 64580 26
4. Jonkin edellisen patenttivaatimuksen mukainen mentelmä, tunnettu siitä, että dimetyyliamiinin moolimäärä on noin 2 kertaa formaldehydin moolimäärä.
5. Jonkin edellisen patenttivaatimuksen mukainen menetelmä, tunnettu siitä, että formaldehydin moolimäärä on noin 2 kertaa kaavan II mukaisen lähtöaineen moolimäärä.
6. Jonkin edellisen patenttivaatimuksen mukainen menetelmä, tunnettu siitä, että happokatalyysi aikaansaadaan käyttämällä suolahappoa.
7. Patenttivaatimuksen 6 mukainen menetelmä, tunnet-t u siitä, että dimetyyliamiinia lisätään sen hydrokloridin muodossa, jolloin saadaan happokatalyysi aikaan.
8. Jonkin edellisen patenttivaatimuksen mukainen menetelmä, tunnettu siitä, että reaktio suoritetaan liuottimen kiehumispisteen lähellä olevassa lämpötilassa.
9. Jonkin edellisen patenttivaatimuksen mukainen menetelmä, tunnettu siitä, että huomattava määrä liuotinta poistetaan tislaamalla reaktion aikana.
10. Jonkin edellisen patenttivaatimuksen mukainen menetelmä, tunnettu siitä, että reagoimatta jäänyttä kaavan II mukaista lähtöainetta otetaan talteen uudelleenkäyttöä varten.
11. 1-(4-bromifenyyli)-1-(3-pyridyyli)-eteeni, jota voidaan käyttää välituotteena N,N-dimetyyli-3-(4-bromifenyyli)-3-(3-pyridyylihallyyliamiinin valmistamiseksi ja jolla on kaava I il ! Il n CH2 tai sen suola. 64580 27
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE7605779A SE418399B (sv) | 1976-05-21 | 1976-05-21 | Forfarande for framstellning av n,n-dimetyl-3-(4 bromfenyl)-3-(3-pyridyl)allylamin |
| SE7605779 | 1976-05-21 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI771592A FI771592A (fi) | 1977-11-22 |
| FI64580B FI64580B (fi) | 1983-08-31 |
| FI64580C true FI64580C (fi) | 1983-12-12 |
Family
ID=20327943
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI771592A FI64580C (fi) | 1976-05-21 | 1977-05-19 | Foerfarande foer framstaellning av terapeutiskt aktiv n,n-dimetyl-3-(4-bromfenyl)-3-(3-pyridyl)-allylamin och den som mellanprodukt anvaendbara foereningen 1-(4-bromfenyl)-1-(3-pyridyl)-eten |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS535171A (fi) |
| AT (1) | AT355574B (fi) |
| CA (1) | CA1099724A (fi) |
| CH (1) | CH630075A5 (fi) |
| DK (1) | DK145057C (fi) |
| ES (1) | ES458997A1 (fi) |
| FI (1) | FI64580C (fi) |
| NL (1) | NL7705533A (fi) |
| NO (1) | NO771773L (fi) |
| SE (1) | SE418399B (fi) |
| SU (1) | SU650501A3 (fi) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE7909514L (sv) * | 1979-11-16 | 1981-05-17 | Astra Laekemedel Ab | Nya halofenyl-pyridyl-allylaminderivat |
| CA1150269A (en) * | 1980-11-14 | 1983-07-19 | Carl B. J. Ulff | Process for preparing 3-(4-bromophenyl)-3-(3-pyridyl)-allylamines |
-
1976
- 1976-05-21 SE SE7605779A patent/SE418399B/xx unknown
-
1977
- 1977-05-13 CH CH602977A patent/CH630075A5/de not_active IP Right Cessation
- 1977-05-18 NL NL7705533A patent/NL7705533A/xx not_active Application Discontinuation
- 1977-05-19 SU SU772483904A patent/SU650501A3/ru active
- 1977-05-19 FI FI771592A patent/FI64580C/fi not_active IP Right Cessation
- 1977-05-20 DK DK221277A patent/DK145057C/da not_active IP Right Cessation
- 1977-05-20 NO NO771773A patent/NO771773L/no unknown
- 1977-05-20 CA CA278,878A patent/CA1099724A/en not_active Expired
- 1977-05-20 ES ES458997A patent/ES458997A1/es not_active Expired
- 1977-05-21 JP JP5822277A patent/JPS535171A/ja active Pending
- 1977-05-23 AT AT365977A patent/AT355574B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH630075A5 (en) | 1982-05-28 |
| ES458997A1 (es) | 1978-03-16 |
| SE418399B (sv) | 1981-05-25 |
| NO771773L (no) | 1977-11-22 |
| JPS535171A (en) | 1978-01-18 |
| SE7605779L (sv) | 1977-11-22 |
| CA1099724A (en) | 1981-04-21 |
| DK145057C (da) | 1983-01-17 |
| AT355574B (de) | 1980-03-10 |
| DK221277A (da) | 1977-11-22 |
| FI771592A (fi) | 1977-11-22 |
| NL7705533A (nl) | 1977-11-23 |
| SU650501A3 (ru) | 1979-02-28 |
| FI64580B (fi) | 1983-08-31 |
| ATA365977A (de) | 1979-08-15 |
| DK145057B (da) | 1982-08-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: ASTRA LAEKEMEDEL AB |