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1. US6225499 - Process for preparing aminoarylacetylenes

Office
United States of America
Application Number 08892278
Application Date 14.07.1997
Publication Number 6225499
Publication Date 01.05.2001
Grant Number 6225499
Grant Date 01.05.2001
Publication Kind B1
IPC
C07C 251/24
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
251Compounds containing nitrogen atoms doubly- bound to a carbon skeleton
02containing imino groups
24having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
C07C 249/02
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
249Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
02of compounds containing imino groups
B01J 31/16
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
31Catalysts comprising hydrides, coordination complexes or organic compounds
16containing coordination complexes
B01J 31/24
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
31Catalysts comprising hydrides, coordination complexes or organic compounds
16containing coordination complexes
24Phosphines
B01J 31/26
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
31Catalysts comprising hydrides, coordination complexes or organic compounds
26containing in addition, inorganic metal compounds not provided for in groups B01J31/02-B01J31/24129
B01J 31/30
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
31Catalysts comprising hydrides, coordination complexes or organic compounds
26containing in addition, inorganic metal compounds not provided for in groups B01J31/02-B01J31/24129
28of the platinum group metals, iron group metals or copper
30Halides
CPC
C07C 249/02
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
249Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
02of compounds containing imino groups
C07C 251/24
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
251Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
02containing imino groups
24having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
Applicants Catalytica Pharmaceuticals, Inc.
Inventors Gruber, John M.
Agents Grate, John
Priority Data 08892278 14.07.1997 US
Title
(EN) Process for preparing aminoarylacetylenes
Abstract
(EN)

This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene. In one embodiment, the invention provides a process for preparing aminophenylacetylenes comprising reacting a N-benzylidene aminophenylhalide with a terminal acetylene in the presence of a base and the catalyst system to produce a novel N-benzylidene aminophenylacetylene, and hydrolyzing the N-benzylidene aminophenylacetylene to the aminophenylacetylene.


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