ES445450A1 - Method for the preparation of optically pure loweralkyl imidazole carboxylates - Google Patents

Method for the preparation of optically pure loweralkyl imidazole carboxylates

Info

Publication number
ES445450A1
ES445450A1 ES445450A ES445450A ES445450A1 ES 445450 A1 ES445450 A1 ES 445450A1 ES 445450 A ES445450 A ES 445450A ES 445450 A ES445450 A ES 445450A ES 445450 A1 ES445450 A1 ES 445450A1
Authority
ES
Spain
Prior art keywords
imidazole
optically active
phenylethyl
acid
loweralkyl
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
ES445450A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Janssen Pharmaceutica NV
Original Assignee
Janssen Pharmaceutica NV
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 Janssen Pharmaceutica NV filed Critical Janssen Pharmaceutica NV
Publication of ES445450A1 publication Critical patent/ES445450A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Optically active C1-C3-alkyl esters of 1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid are prepared by reacting racemic 1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid with an optically active isomer of 1-phenylethylamine, 1-(1-naphthyl)ethylamine or 1-(2-naphthyl)ethylamine. The resulting insoluble diastereomeric salt is separated off and treated with a strong non-oxidising mineral acid. The resulting optically active 1-(1-phenylethyl)-1H-imidazole-5-carboxylic acid is then esterified with a C1-C3-alcohol. In another process, the resulting optically active acid is firstly converted into the acid halide and then correspondingly esterified. The prepared compounds can be used as hypnotics.
ES445450A 1975-03-10 1976-02-23 Method for the preparation of optically pure loweralkyl imidazole carboxylates Expired ES445450A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US55719475A 1975-03-10 1975-03-10

Publications (1)

Publication Number Publication Date
ES445450A1 true ES445450A1 (en) 1977-10-16

Family

ID=24224401

Family Applications (1)

Application Number Title Priority Date Filing Date
ES445450A Expired ES445450A1 (en) 1975-03-10 1976-02-23 Method for the preparation of optically pure loweralkyl imidazole carboxylates

Country Status (27)

Country Link
JP (1) JPS51115473A (en)
AT (1) AT353262B (en)
AU (1) AU503733B2 (en)
BE (1) BE839120A (en)
BG (1) BG24806A3 (en)
CA (1) CA1066709A (en)
CH (1) CH629192A5 (en)
CS (1) CS203116B2 (en)
DE (1) DE2609573A1 (en)
DK (1) DK99376A (en)
ES (1) ES445450A1 (en)
FI (1) FI62292C (en)
FR (1) FR2318159A1 (en)
GB (1) GB1535566A (en)
HU (1) HU172026B (en)
IE (1) IE42652B1 (en)
IL (1) IL49190A (en)
IT (1) IT1057941B (en)
LU (1) LU74503A1 (en)
NL (1) NL7602444A (en)
NO (1) NO144884C (en)
PL (1) PL99926B1 (en)
PT (1) PT64879B (en)
SE (1) SE7601959L (en)
SU (1) SU677656A3 (en)
YU (1) YU60876A (en)
ZA (1) ZA761427B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE871675A (en) * 1977-12-02 1979-04-30 Smithkline Corp PROCESS FOR PREPARING DERIVATIVES OF IMIDAZOLE
JPS5671074A (en) 1979-11-12 1981-06-13 Takeda Chem Ind Ltd 1,2-disubstituted-4-halogenoimidazole-5-acetic acid derivative
JPS5671073A (en) 1979-11-12 1981-06-13 Takeda Chem Ind Ltd Imidazole derivative
JPS58157768A (en) * 1982-03-16 1983-09-19 Takeda Chem Ind Ltd 4-chloro-2-phenylimidazole-5-acetic acid derivative
PL149675B1 (en) * 1986-03-10 1990-03-31 Method of obtaining novel derivatives of 1-methyl 1h-imidazolecarboxylic-5 acid
US8557856B2 (en) * 2008-03-31 2013-10-15 The General Hospital Corporation Etomidate analogues with improved pharmacokinetic and pharmacodynamic properties
SG11201403980VA (en) 2012-01-13 2014-08-28 Gen Hospital Corp Anesthetic compounds and related methods of use

Also Published As

Publication number Publication date
NL7602444A (en) 1976-09-14
GB1535566A (en) 1978-12-13
HU172026B (en) 1978-05-28
FR2318159A1 (en) 1977-02-11
AU503733B2 (en) 1979-09-20
LU74503A1 (en) 1976-09-01
CH629192A5 (en) 1982-04-15
IE42652L (en) 1976-09-10
JPS51115473A (en) 1976-10-12
AT353262B (en) 1979-11-12
BG24806A3 (en) 1978-05-12
FI760601A (en) 1976-09-11
AU1180676A (en) 1977-09-15
IL49190A0 (en) 1976-05-31
FI62292B (en) 1982-08-31
FR2318159B1 (en) 1979-07-27
BE839120A (en) 1976-09-03
IT1057941B (en) 1982-03-30
FI62292C (en) 1982-12-10
SU677656A3 (en) 1979-07-30
DE2609573A1 (en) 1976-09-30
IL49190A (en) 1980-07-31
IE42652B1 (en) 1980-09-24
SE7601959L (en) 1976-09-13
CA1066709A (en) 1979-11-20
ATA171776A (en) 1979-04-15
PT64879B (en) 1978-02-06
NO144884C (en) 1981-12-02
NO144884B (en) 1981-08-24
PL99926B1 (en) 1978-08-31
CS203116B2 (en) 1981-02-27
NO760790L (en) 1976-09-13
PT64879A (en) 1976-04-01
YU60876A (en) 1983-01-21
ZA761427B (en) 1977-10-26
DK99376A (en) 1976-09-11

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