ES2174712A1 - Novel method for preparing bis(2-hydroxyaryl)aminoacetic acids using cyanide transfer agents - Google Patents

Novel method for preparing bis(2-hydroxyaryl)aminoacetic acids using cyanide transfer agents

Info

Publication number
ES2174712A1
ES2174712A1 ES200001602A ES200001602A ES2174712A1 ES 2174712 A1 ES2174712 A1 ES 2174712A1 ES 200001602 A ES200001602 A ES 200001602A ES 200001602 A ES200001602 A ES 200001602A ES 2174712 A1 ES2174712 A1 ES 2174712A1
Authority
ES
Spain
Prior art keywords
hydroxyaryl
novel method
cyanide
transfer agents
aminoacetic acids
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.)
Granted
Application number
ES200001602A
Other languages
Spanish (es)
Other versions
ES2174712B2 (en
Inventor
Rodriguez Miguel Angel Sierra
Gallego Mar Gomez
Montero Roberto Alcazar
Marotta Juan Jose Lucena
Fernandez Ana Alvarez
Mezquita Felipe Yunta
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.)
Universidad Complutense de Madrid
Universidad Autonoma de Madrid
Original Assignee
Universidad Complutense de Madrid
Universidad Autonoma de Madrid
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 Universidad Complutense de Madrid, Universidad Autonoma de Madrid filed Critical Universidad Complutense de Madrid
Priority to ES200001602A priority Critical patent/ES2174712B2/en
Priority to PCT/ES2001/000243 priority patent/WO2002000604A1/en
Priority to AU74118/01A priority patent/AU7411801A/en
Publication of ES2174712A1 publication Critical patent/ES2174712A1/en
Application granted granted Critical
Publication of ES2174712B2 publication Critical patent/ES2174712B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/26—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing carboxyl groups by reaction with HCN, or a salt thereof, and amines, or from aminonitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/02—Formation of carboxyl groups in compounds containing amino groups, e.g. by oxidation of amino alcohols

Abstract

The invention relates to a novel method for synthesizing bis(2-hydroxyaryl)aminoacetic acids with a high degree of purity and good yield. Said compounds can be used as ligands to obtain iron chelates that can be applied as micronutrient fertilizers in agriculture. The method is based on the use of trimethylsilyl cyanide (TMSCN) in a modified Strecker synthesis. Due to their high degree of purity, the ligands obtained through said method can be used as stocks for the analysis and quantification of commercial chelates.
ES200001602A 2000-06-28 2000-06-28 NEW PROCEDURE FOR THE PREPARATION OF BIS ACIDS (2-HYDROXYARIL) AMINOACETICS USING CIANUR TRANSFER AGENTS. Expired - Fee Related ES2174712B2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
ES200001602A ES2174712B2 (en) 2000-06-28 2000-06-28 NEW PROCEDURE FOR THE PREPARATION OF BIS ACIDS (2-HYDROXYARIL) AMINOACETICS USING CIANUR TRANSFER AGENTS.
PCT/ES2001/000243 WO2002000604A1 (en) 2000-06-28 2001-06-14 Novel method for preparing bis(2-hydroxyaryl)aminoacetic acids using cyanide transfer agents
AU74118/01A AU7411801A (en) 2000-06-28 2001-06-14 Novel method for preparing bis(2-hydroxyaryl)aminoacetic acids using cyanide transfer agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES200001602A ES2174712B2 (en) 2000-06-28 2000-06-28 NEW PROCEDURE FOR THE PREPARATION OF BIS ACIDS (2-HYDROXYARIL) AMINOACETICS USING CIANUR TRANSFER AGENTS.

Publications (2)

Publication Number Publication Date
ES2174712A1 true ES2174712A1 (en) 2002-11-01
ES2174712B2 ES2174712B2 (en) 2003-09-16

Family

ID=8494044

Family Applications (1)

Application Number Title Priority Date Filing Date
ES200001602A Expired - Fee Related ES2174712B2 (en) 2000-06-28 2000-06-28 NEW PROCEDURE FOR THE PREPARATION OF BIS ACIDS (2-HYDROXYARIL) AMINOACETICS USING CIANUR TRANSFER AGENTS.

Country Status (3)

Country Link
AU (1) AU7411801A (en)
ES (1) ES2174712B2 (en)
WO (1) WO2002000604A1 (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2824128A (en) * 1956-02-03 1958-02-18 Geigy Chem Corp Preparation of phenolic ethylenediaminepolycarboxylic acids
US2921847A (en) * 1955-10-10 1960-01-19 Geigy Chem Corp Iron chelates of ethylene bis(alphaimino-ortho-hydroxyphenylacetic acid) and method of overcoming iron deficiencies in growing plants therewith
US4130582A (en) * 1977-04-19 1978-12-19 Ciba-Geigy Corporation Preparation of phenolic ethylenediaminepolycarboxylic acids
US4730066A (en) * 1986-05-06 1988-03-08 Mallinckrodt, Inc. Complex for enhancing magnetic resonance imaging
EP0331556A2 (en) * 1988-02-29 1989-09-06 Manufacture De Produits Chimiques Protex Process for the preparation of ethylene diamine N,N'-bis(ortho-hydroxyphenylacetic) acid and derivatives thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2921847A (en) * 1955-10-10 1960-01-19 Geigy Chem Corp Iron chelates of ethylene bis(alphaimino-ortho-hydroxyphenylacetic acid) and method of overcoming iron deficiencies in growing plants therewith
US2824128A (en) * 1956-02-03 1958-02-18 Geigy Chem Corp Preparation of phenolic ethylenediaminepolycarboxylic acids
US4130582A (en) * 1977-04-19 1978-12-19 Ciba-Geigy Corporation Preparation of phenolic ethylenediaminepolycarboxylic acids
US4730066A (en) * 1986-05-06 1988-03-08 Mallinckrodt, Inc. Complex for enhancing magnetic resonance imaging
EP0331556A2 (en) * 1988-02-29 1989-09-06 Manufacture De Produits Chimiques Protex Process for the preparation of ethylene diamine N,N'-bis(ortho-hydroxyphenylacetic) acid and derivatives thereof

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BASE DE DATOS CAPLUS en STN, AN 1988:423334 (CAS 109:23334) & Australian Journal Chemistry, Vol. 40 (10), paginas 1695-1704, 1987. G. WILSON "Phenolic analogs of amino carboxylic acid ligands. I. Synthesis and characterization of N,N'-ethylen-bis[2-(o-hydroxyphenyl)glycines] (EHPG)". Resumen. *
BASE DE DATOS CAPLUS en STN, AN 1993:21997 (CAS 118:21997) & Tetrahedron Letters, Vol. 33 (42), paginas 6295-6298, 1992. J. LEBLANC et al. "Synthesis of alpha-aminonitriles by self-catalyzed stoichiometric reaction of primary amines, aldehydes and trimethylsilyl cyanide". Resumen. *
Chemical Abstracts, Vol. 54, abstract 10909d, 1960 & Journal Organic Chemistry, Vol. 24, paginas 1905-1907, 1959. A. FROST et al. "Addition of hydrogen cyanide to aromatic Schiff bases". Resumen. *

Also Published As

Publication number Publication date
WO2002000604A1 (en) 2002-01-03
AU7411801A (en) 2002-01-08
ES2174712B2 (en) 2003-09-16

Similar Documents

Publication Publication Date Title
CA2364960C (en) Regioselective synthesis of dtpa derivatives
UA66806C2 (en) A method for the production of glufosinate and intermediary products for production thereof
ATE459631T1 (en) METHOD FOR PRODUCING THE TRICARBONYLTRIAQUA COMPLEX OF RHENIUM-188
MXPA04000210A (en) Improved chelator conjugates.
MXPA04004814A (en) Methods for ligand discovery.
EP1048694A4 (en) Azo compounds and process for producing the same
BG102932A (en) Creatine pyruvates and method for their preparation
NZ334854A (en) Foliar fertilisers including trace element compounds
CN102040674A (en) Preparation method for quadridentate metal-chelating chromatography filler EDDA (ethylene diamine diacetic acid) sepharose gel
WO2004050587A3 (en) Hydrocyanic acid consisting of formamide
ES2174712A1 (en) Novel method for preparing bis(2-hydroxyaryl)aminoacetic acids using cyanide transfer agents
ZA9710930B (en) Process for the production of metal-complex carboxylic acid amides
KR870008835A (en) Method for preparing iminodiacetonitrile
IL152547A0 (en) Improved process for the measurement on non-transferrin bound iron
GB803052A (en) Compositions for improving the soil
EA200000413A1 (en) The method of synthesis of pyrrolamides
EE200100627A (en) Pressed products of non-sintering salt
MXPA03005279A (en) Process for producing acetone cyanohydrin.
DK1404844T3 (en) Process for Preparation of 2,4-Dideoxy Hexoses and 2,4,6-Trideoxy Hyxoses
JPS6416751A (en) Production of tertiary amine
Viteva et al. Conjugate addition of arylacetonitriles to cinnamic acid derivatives. A case of high diastereoselective asymmetric protonation
HK1027560A1 (en) Method for producing 1,3-disubstituted 2-nitroguanidines
MY134242A (en) Process for catalytically hydrogenating nitriles using an iron-containing material
GB1338522A (en) Cyanoethylation of aminophenols
HU9802955D0 (en) Process for producing amino-cyano-acetamide

Legal Events

Date Code Title Description
EC2A Search report published

Date of ref document: 20021101

Kind code of ref document: A1

Effective date: 20021101

FG2A Definitive protection

Ref document number: 2174712B2

Country of ref document: ES

FD2A Announcement of lapse in spain

Effective date: 20201005