YU48167B - Nov postupak za sintezu n-metil-3,4-dimetoksifeniletilamina - Google Patents

Nov postupak za sintezu n-metil-3,4-dimetoksifeniletilamina

Info

Publication number
YU48167B
YU48167B YU63490A YU63490A YU48167B YU 48167 B YU48167 B YU 48167B YU 63490 A YU63490 A YU 63490A YU 63490 A YU63490 A YU 63490A YU 48167 B YU48167 B YU 48167B
Authority
YU
Yugoslavia
Prior art keywords
formula
hours
temperature
methyl
straight
Prior art date
Application number
YU63490A
Other languages
English (en)
Other versions
YU63490A (en
Inventor
V. Cannata
G. Tamerlani
G. Zagnoni
Original Assignee
Alfa Chemicals Italiana
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.)
Filing date
Publication date
Application filed by Alfa Chemicals Italiana filed Critical Alfa Chemicals Italiana
Priority to SI9010634A priority Critical patent/SI9010634B/sl
Publication of YU63490A publication Critical patent/YU63490A/xx
Priority to HRP-634/90A priority patent/HRP940599B1/xx
Publication of YU48167B publication Critical patent/YU48167B/sh

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/50—Ethers of hydroxy amines of undetermined structure, e.g. obtained by reactions of epoxides with hydroxy amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/60—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring

Landscapes

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

Abstract

NOV POSTUPAK ZA SINTEZU N-METIL-3,4-DIMETOKSIFENILETILAMINA, formule naznacen time, sto a) 3,4-dimetoksibenzaldehid, formule reaguje sa a-halogenestrom, formule X-CH2-COOR VI u kojoj X predstavlja atom halogena, a R predstavlja alkil-radikal, sa pravim ili razgranatim nizom, koji sadrzi od 1 do 6 atoma ugljenika, u prisustvu alkalnog sredstva, odabranog izmedju alkoholata alkalnog metala, formule R1O-Me+ VII u kojoj Me+ predstavlja katjon alkalnog metala, a R1 predstavlja alkil-radikal, sa pravim ili razgranatim nizom, koji sadrzi od 1 do 6 atoma ugljenika, natrijum-amida ili natrijum-hidrida, eventualno u prisustvu rastvaraca, odabranog izmedju aromatskog ugljovodonika i nekog alkohola, sa pravim ili razgranatim nizom, koji sadrzi 1 do 6 atoma ugljenika, ili njihove smese, za vreme od izmedju oko 1 do oko 6 sati, na tempeaturi izmedju oko 0°C i oko 40°C, b) dobijeni estar glicidne kiseline, formule u kome R ima gore pomenuto znacenje, biva alkalno hidrolizovan, na temperaturi izmedju oko 10°C i oko 40°C u toku, izmedju oko 6 i oko 24 sata, da bi se dobila alkalna so epoksi kiseline, formule u kojoj Me+ ima gore pomenuto znacenje, c) jedinjenje formule IV, biva dekarboksilovano u kiseloj sredini, na temperaturi izmedju oko 10°C i oko 40°C, u toku, izmedju oko 1 i oko 8 casova, da bi se dobio 3,4-dimetoksiben-zenacetaldehid, formule d) tretiranjem tog aldehida, formule V, prvo sa monometilaminom, na temperaturi izmedju oko -10°C, u toku, izmedju oko 1 i oko 6 sati, a zatim sa natrijum-borohidridom, na temperaturi izmedju, oko -10°C i oko 80°C, u toku, izmedju oko 2 i oko 8 sati, nastaje N-metil-3,4-dimetoksifeniletilamin, formule 1. Prijava sadrzi jos 6 zavisnih zahteva.
YU63490A 1989-03-31 1990-03-29 Nov postupak za sintezu n-metil-3,4-dimetoksifeniletilamina YU48167B (sh)

Priority Applications (2)

Application Number Priority Date Filing Date Title
SI9010634A SI9010634B (sl) 1989-03-31 1990-03-29 Nov postopek za sintezo N-metil-3,4-dimetoksifeniletilamina
HRP-634/90A HRP940599B1 (en) 1989-03-31 1994-09-26 New process for the synthesis of the n-methyl-3,4-dimethoxyphenylethylamine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT8919959A IT1229214B (it) 1989-03-31 1989-03-31 Processo per la sintesi della n metil 3,4 dimetossifeniletilamina

Publications (2)

Publication Number Publication Date
YU63490A YU63490A (en) 1991-10-31
YU48167B true YU48167B (sh) 1997-07-31

Family

ID=11162654

Family Applications (1)

Application Number Title Priority Date Filing Date
YU63490A YU48167B (sh) 1989-03-31 1990-03-29 Nov postupak za sintezu n-metil-3,4-dimetoksifeniletilamina

Country Status (25)

Country Link
US (1) US5057624A (sh)
EP (1) EP0389876B1 (sh)
JP (1) JPH06102636B2 (sh)
KR (1) KR940011899B1 (sh)
AR (1) AR245930A1 (sh)
AT (1) ATE92467T1 (sh)
AU (1) AU627561B2 (sh)
CA (1) CA2013080C (sh)
DD (1) DD293109A5 (sh)
DE (1) DE69002500T2 (sh)
DK (1) DK0389876T3 (sh)
ES (1) ES2058644T3 (sh)
FI (1) FI102370B1 (sh)
HR (1) HRP940599B1 (sh)
HU (1) HU209947B (sh)
IE (1) IE63954B1 (sh)
IL (1) IL93762A (sh)
IT (1) IT1229214B (sh)
NO (1) NO170149C (sh)
NZ (1) NZ232975A (sh)
PL (1) PL162349B1 (sh)
PT (1) PT93598B (sh)
SI (1) SI9010634B (sh)
YU (1) YU48167B (sh)
ZA (1) ZA902003B (sh)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUP9801069A3 (en) * 1995-05-17 2000-06-28 Basf Ag Process for producing n-methyl-2-(3,4 dimethoxyphenyl)-ethylamine
CN101580460B (zh) * 2009-05-26 2012-05-23 台州市知青化工有限公司 一种3，4-二羟基苯乙醇的合成方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3997608A (en) * 1973-07-05 1976-12-14 Richardson-Merrell Inc. N-substituted-dihydroxyphenethylamines
US3894051A (en) * 1973-07-05 1975-07-08 Colgate Palmolive Co N-methylenedioxyphenylalkyl)-{62 -(alkyl)-disubstituted phenethylamines
DE3338681A1 (de) * 1983-10-25 1985-05-09 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von n-methylhomoveratrylamin
GB8603765D0 (en) * 1986-02-15 1986-03-19 Beecham Wuelfung Gmbh & Co Kg Compounds
IT1215409B (it) * 1987-04-08 1990-02-08 Alfa Chem Ital Processo per la sintesi dell'alfa-(1-metiletil)-3,4-dimetossibenzeneacetonitrile.

Also Published As

Publication number Publication date
HRP940599A2 (en) 1997-06-30
DE69002500D1 (de) 1993-09-09
PL162349B1 (pl) 1993-10-30
DK0389876T3 (da) 1993-09-27
AU5247090A (en) 1990-10-04
AR245930A1 (es) 1994-03-30
YU63490A (en) 1991-10-31
KR940011899B1 (ko) 1994-12-27
PT93598B (pt) 1996-03-29
IL93762A (en) 1994-07-31
NO170149C (no) 1992-09-16
EP0389876A1 (en) 1990-10-03
ES2058644T3 (es) 1994-11-01
DE69002500T2 (de) 1994-01-13
HUT53865A (en) 1990-12-28
SI9010634B (sl) 1998-06-30
CA2013080A1 (en) 1990-09-30
SI9010634A (en) 1997-08-31
IT8919959A0 (it) 1989-03-31
HU902025D0 (en) 1990-07-28
AU627561B2 (en) 1992-08-27
IE63954B1 (en) 1995-06-28
HU209947B (en) 1994-12-28
IT1229214B (it) 1991-07-25
NO901454D0 (no) 1990-03-30
FI102370B (fi) 1998-11-30
IE901171L (en) 1990-09-30
KR900014310A (ko) 1990-10-23
IL93762A0 (en) 1990-12-23
FI901611A0 (fi) 1990-03-30
ATE92467T1 (de) 1993-08-15
CA2013080C (en) 1997-07-22
DD293109A5 (de) 1991-08-22
EP0389876B1 (en) 1993-08-04
US5057624A (en) 1991-10-15
PT93598A (pt) 1990-11-20
JPH02289539A (ja) 1990-11-29
NO170149B (no) 1992-06-09
ZA902003B (en) 1990-12-28
NO901454L (no) 1990-10-01
FI102370B1 (fi) 1998-11-30
JPH06102636B2 (ja) 1994-12-14
HRP940599B1 (en) 1998-04-30
NZ232975A (en) 1991-11-26

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