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Title: Silver-catalyzed synthesis of amides from amines and aldehydes

Abstract

The invention provides a method for producing amides via the reaction of aldehydes and amines with oxygen adsorbed on a metallic silver or silver alloy catalyst. An exemplary reaction is shown in Scheme 1: (I), (II), (III). ##STR00001##

Inventors:
; ; ; ;
Issue Date:
Research Org.:
Harvard Univ., Cambridge, MA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1163991
Patent Number(s):
8889908
Application Number:
13/575,150
Assignee:
President and Fellows of Harvard College (Cambridge, MA)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
FG02-84ER13289
Resource Type:
Patent
Resource Relation:
Patent File Date: 2011 Jan 25
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Madix, Robert J., Zhou, Ling, Xu, Bingjun, Friend, Cynthia M., and Freyschlag, Cassandra G. Silver-catalyzed synthesis of amides from amines and aldehydes. United States: N. p., 2014. Web.
Madix, Robert J., Zhou, Ling, Xu, Bingjun, Friend, Cynthia M., & Freyschlag, Cassandra G. Silver-catalyzed synthesis of amides from amines and aldehydes. United States.
Madix, Robert J., Zhou, Ling, Xu, Bingjun, Friend, Cynthia M., and Freyschlag, Cassandra G. Tue . "Silver-catalyzed synthesis of amides from amines and aldehydes". United States. https://www.osti.gov/servlets/purl/1163991.
@article{osti_1163991,
title = {Silver-catalyzed synthesis of amides from amines and aldehydes},
author = {Madix, Robert J. and Zhou, Ling and Xu, Bingjun and Friend, Cynthia M. and Freyschlag, Cassandra G.},
abstractNote = {The invention provides a method for producing amides via the reaction of aldehydes and amines with oxygen adsorbed on a metallic silver or silver alloy catalyst. An exemplary reaction is shown in Scheme 1: (I), (II), (III). ##STR00001##},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Nov 18 00:00:00 EST 2014},
month = {Tue Nov 18 00:00:00 EST 2014}
}

Works referenced in this record:

Efficient CO Oxidation at Low Temperature on Au(111)
journal, October 2006


Highly Efficient Oxidative Amidation of Aldehydes with Amine Hydrochloride Salts
journal, October 2006


Surface-Mediated Self-Coupling of Ethanol on Gold
journal, April 2009


Selective oxidation of propylamine to propionitrile and propionaldehyde on oxygen-covered gold
journal, January 2009


Amide Synthesis from Alcohols and Amines by the Extrusion of Dihydrogen
journal, December 2008


Mercury-Catalyzed Rearrangement of Ketoximes into Amides and Lactams in Acetonitrile
journal, June 2007


Direct Synthesis of Amides from Alcohols and Amines with Liberation of H2
journal, August 2007


The oxidation of methanol on a silver (110) catalyst
journal, September 1978


Ruthenium-Catalyzed Oxidation of Alcohols into Amides
journal, June 2009


Direct Amide Synthesis from Alcohols and Amines by Phosphine-Free Ruthenium Catalyst Systems
journal, November 2009


Alcohol selective oxidation over modified foam-silver catalysts
journal, July 2004


Process for the preparation of carboxamides by oxidation of aldehydes in the presence of amines
patent-application, May 2002


Cleavage of NH bonds by active oxygen on Ag(110): II. Selective oxidation of ethylamine to acetonitrile
journal, February 1990


Cleavage of N-H bonds by active oxygen on Ag(110): I. Ammonia
journal, October 1989


Process for Preparing Amides from Alcohols and Amines
patent-application, April 2009


Highly Selective Acylation of Dimethylamine Mediated by Oxygen Atoms on Metallic Gold Surfaces
journal, December 2009


Generation of atomic oxygen on Ag(111) and Ag(110) using NO2: a TPD, LEED, HREELS, XPS and NRA study
journal, November 1995


Progress in hydroformylation and carbonylation
journal, December 1995


A study of the adsorption of oxygen on silver at high pressure by electron spectroscopy
journal, January 1979


Mild Amidation of Aldehydes with Amines Mediated by Lanthanide Catalysts
journal, January 2008


Methanol oxidation/dehydrogenation over silver-gold alloy
patent, August 1980


Alkyne Carbonylation by Radicals: Tin-Radical-Catalyzed Synthesis of α-Methylene Amides from 1-Alkynes, Carbon Monoxide, and Amines
journal, February 2005


Selective production of hydrogen from partial oxidation of methanol over silver catalysts at low temperatures
journal, January 2004


Direct Dehydrogenative Amide Synthesis from Alcohols and Amines Catalyzed by γ-Alumina Supported Silver Cluster
journal, October 2009


Selectivity Control in Gold-Mediated Esterification of Methanol
journal, May 2009