FI71550B - Foerfarande foer framstaellning av beta-cyklosubstituerade etylaminer - Google Patents

Foerfarande foer framstaellning av beta-cyklosubstituerade etylaminer Download PDF

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Publication number
FI71550B
FI71550B FI822314A FI822314A FI71550B FI 71550 B FI71550 B FI 71550B FI 822314 A FI822314 A FI 822314A FI 822314 A FI822314 A FI 822314A FI 71550 B FI71550 B FI 71550B
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Finland
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ppm
formula
compound
give
yield
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FI822314A
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English (en)
Finnish (fi)
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FI71550C (sv
FI822314L (fi
FI822314A0 (fi
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Isaac Chekroun
Alain Heymes
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Sanofi Sa
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6553Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
    • C07F9/655345Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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
    • C07D213/36Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/28Halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/22Amides of acids of phosphorus
    • C07F9/24Esteramides
    • C07F9/2454Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/2462Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of unsaturated acyclic amines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/22Amides of acids of phosphorus
    • C07F9/24Esteramides
    • C07F9/2454Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/2475Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aralkylamines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40Esters thereof
    • C07F9/4003Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006Esters of acyclic acids which can have further substituents on alkyl
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576Six-membered rings
    • C07F9/58Pyridine rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/65515Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Furan Compounds (AREA)
  • Pyridine Compounds (AREA)

Claims (7)

1. Förfarande för framställning av/s-cyklosubsti-tuerade etylaminer med formeln 5 Ar-CH2-CH2-NH2 (I) väri Ar är en tienyl-, furyl-, pyridyl-, fenyl- eller naftylgrupp, vilken kan vara substituerad med en eller 10 flera halogenatomer eller lägre alkoxigrupper, k ä n n e -t e c k n a t därav, att - ett derivat med formeln x. 0 15 ^_P-CH2-NH2 (II) Y ' väri X och Y, vilka kan vara lika eller olika, betecknar en lägre alkoxigrupp eller en fenylgrupp, kondenseras 20 med en karbonylförening med formeln Ar-CHO (III) väri Ar har ovan angiven betydelse för erhällande av en 25 förening med formeln X O P-CH -N=C-Ar (IV) Y 30 väri X, Y och Ar har ovan angiven betydelse, varefter föreningen med formeln (IV) behandlas med en bas med g φ (E1 formeln B M , väri M är en alkali- eller alkalisk jordarts-metall och B är en karbanjon, vilken utgörs av väte, 35 hydroxi, amino, mono- eller dialkylamino, en rakkedjad eller en förgrenad alkyl- eller alkoxigrupp med negativ laddning eller basen B®M® är en organomagnesiumförening 41 71550 eller en organonatriumförening, för erhällande av en karbanjon med formeln x O M® H \ » Θ ·
5 P-CH-N=C-Ar (V) Y - varefter föreningen (V) överförs i ett derivat med formeln 10 ff. M® x oi \ Il Θ ' P-N-CH=CH-Ar (VI) Y 15 under inverkan av värme, varvid efter upptagning i vatten erhälls en förening med formeln X O \ " P-N-CH=CH-Ar (VII)
20 Y varefter föreningen (VII) reduceras för erhällande av en förening med formeln
25. O X P-N-CH -CH -Ar (VIII) 2* 2. Y och att föreningen (VIII) behandlas med en syra för 30 erhällande av ett derivat med formeln (I).
2. Förfarande enligt patentkravet 1, k ä n n e - 0 t e c k n a t därav, att M är metallen natrium, litium, kalium eller magnesium.
3. Förfarande enligt patentkravet 1, k ä n n e -35 tecknat därav, att överförandet av karbanjonen i derivatet (VI) utförs vid en temperatur av -78...+150°C.
FI822314A 1981-06-30 1982-06-29 Förfarande för framställning av - cyklosubstituerade etylaminer. FI71550C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8113065 1981-06-30
FR8113065A FR2508442A1 (fr) 1981-06-30 1981-06-30 Procede de preparation d'ethylamines b-cyclo-substituees et produits ainsi obtenus

Publications (4)

Publication Number Publication Date
FI822314A0 FI822314A0 (fi) 1982-06-29
FI822314L FI822314L (fi) 1982-12-31
FI71550B true FI71550B (fi) 1986-10-10
FI71550C FI71550C (sv) 1987-01-19

Family

ID=9260132

Family Applications (1)

Application Number Title Priority Date Filing Date
FI822314A FI71550C (sv) 1981-06-30 1982-06-29 Förfarande för framställning av - cyklosubstituerade etylaminer.

Country Status (25)

Country Link
US (1) US4493931A (sv)
EP (1) EP0069622B1 (sv)
JP (1) JPS5813547A (sv)
KR (1) KR840000524A (sv)
AR (1) AR231433A1 (sv)
AT (1) ATE15650T1 (sv)
AU (1) AU567282B2 (sv)
CA (1) CA1184918A (sv)
CS (1) CS238628B2 (sv)
DD (1) DD202709A5 (sv)
DE (1) DE3266363D1 (sv)
DK (1) DK294682A (sv)
ES (1) ES8305303A1 (sv)
FI (1) FI71550C (sv)
FR (1) FR2508442A1 (sv)
GR (1) GR77204B (sv)
HU (1) HU189597B (sv)
IE (1) IE53257B1 (sv)
IL (1) IL65983A (sv)
NO (1) NO153133C (sv)
NZ (1) NZ200855A (sv)
PT (1) PT75155B (sv)
SU (1) SU1147249A3 (sv)
YU (1) YU143182A (sv)
ZA (1) ZA824617B (sv)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995033455A1 (en) * 1994-06-03 1995-12-14 Elmaleh David R Meta substituted arylalkylamines and therapeutic and diagnostic uses thereof
US6521605B1 (en) 1998-07-31 2003-02-18 Eli Lilly And Company Amidophosphate derivatives
CA2576530A1 (en) * 2004-08-11 2006-02-23 Donald L. Barbeau Noncardiotoxic pharmaceutical compounds

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2983729A (en) * 1958-04-30 1961-05-09 Monsanto Chemicals Preparation of 5-halothienyl amines
FR2345150A2 (fr) * 1975-08-06 1977-10-21 Centre Etd Ind Pharma Nouveaux derives de la thienopyridine, et leur application
FR2215948B1 (sv) * 1973-02-01 1976-05-14 Centre Etd Ind Pharma

Also Published As

Publication number Publication date
IE821313L (en) 1982-12-30
HU189597B (en) 1986-07-28
AU8475182A (en) 1983-01-06
AR231433A1 (es) 1984-11-30
ES514101A0 (es) 1983-04-01
IL65983A (en) 1985-06-30
SU1147249A3 (ru) 1985-03-23
JPS5813547A (ja) 1983-01-26
DK294682A (da) 1982-12-31
FI71550C (sv) 1987-01-19
AU567282B2 (en) 1987-11-19
NO153133C (no) 1986-01-22
EP0069622A1 (fr) 1983-01-12
CS238628B2 (en) 1985-12-16
YU143182A (en) 1985-03-20
FR2508442A1 (fr) 1982-12-31
IE53257B1 (en) 1988-09-28
ATE15650T1 (de) 1985-10-15
DE3266363D1 (en) 1985-10-24
ES8305303A1 (es) 1983-04-01
KR840000524A (ko) 1984-02-25
GR77204B (sv) 1984-09-11
FI822314L (fi) 1982-12-31
PT75155A (fr) 1982-07-01
IL65983A0 (en) 1982-09-30
EP0069622B1 (fr) 1985-09-18
ZA824617B (en) 1983-04-27
DD202709A5 (de) 1983-09-28
PT75155B (fr) 1984-05-29
CA1184918A (en) 1985-04-02
NO822227L (no) 1983-01-03
US4493931A (en) 1985-01-15
NZ200855A (en) 1985-08-30
FI822314A0 (fi) 1982-06-29
NO153133B (no) 1985-10-14
FR2508442B1 (sv) 1984-03-09

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