IP Library Granted Patent US 8,563,763
Granted Patent B2
US 8,563,763 · App. 13/420,006 · Granted Oct 22, 2013

Composition, synthesis and use of isonitriles

Inventors: Fraser Ferguson Fleming (Sewickley, PA); Bhaskar Reddy Pitta (Pittsburgh, PA)
Assignee: Duquesne University of the Holy Ghost
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Quick Facts
Patent No.
US 8,563,763
App. No.
13/420,006
Granted
Oct 22, 2013
Kind
B2
Abstract

The present invention relates to isonitrile compounds, methods of synthesis, and uses in a variety of fields. In one aspect, the present invention includes sulfinyl methyl isonitriles and methods for their preparation. In another aspect, the present invention includes the use of sulfinyl methyl isonitriles to prepare various other isonitrile compounds and derivatives thereof. In yet another aspect, the present invention includes a relatively simple and routine synthesis of sulfinyl methyl isonitrile compounds, other isonitrile compounds and derivatives thereof.

Claims (12)

1. A sulfinyl methyl isonitrile of the formula I:

wherein X is selected from the group consisting of hydrogen, substituted and un-substituted, aliphatic and non-aliphatic, hydrocarbon, branched and un-branched alkyl, alkenyl, alkynyl, cycloalkyl containing one or more rings, aryl and heteroaryl, or a mixture thereof.

2. The isonitrile of claim 1 wherein the aryl is selected from the group consisting of phenyl, thienyl, and indoyl, or a mixture thereof.

3. The isonitrile of claim 1 wherein X is selected from the group consisting of alkyl, alkenyl, and alkynyl, or a mixture thereof.

4. The isonitrile of claim 1 wherein the alkyl is C 1 -C 6 alkyl.

5. The isonitrile of claim 1 wherein the sulfinyl methyl isonitrile of the formula I is 2-((isocyanomethyl)sulfinyl)pyridine of the formula II:

6. An isonitrile, of the formula 2a:

wherein R 1 is selected from the group consisting of alkyl and cycloalkyl; and X is selected from the group consisting of hydrogen, substituted and unsubstituted, aliphatic and non-aliphatic, hydrocarbon, branched and un-branched alkyl, alkenyl, alkynyl, cycloalkyl containing one or more rings, aryl and heteroaryl or a mixture thereof.

7. An isonitrile, of the formula 2b:

wherein R 1 and R 2 are each selected from the group consisting of alkyl and cycloalkyl, and wherein R 1 and R 2 are same or different; and X is selected from the group consisting of hydrogen, substituted and unsubstituted, aliphatic and non-aliphatic, hydrocarbon, branched and un-branched alkyl, alkenyl, alkynyl, cycloalkyl containing one or more rings, aryl and heteroaryl or a mixture thereof.

8. An alkenesulfonyl isonitrile of the formula III:

wherein R is selected from the group consisting of alkyl, aryl and cycloalkyl; and X is selected from the group consisting of hydrogen, substituted and unsubstituted, aliphatic and non-aliphatic, hydrocarbon, branched and un-branched alkyl, alkenyl, alkynyl, cycloalkyl containing one or more rings, aryl and heteroaryl or a mixture thereof.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jul 11, 2017
From: DUQUESNE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 043145/0785 →
CONFIRMATORY LICENSE Recorded May 15, 2017
From: DUQUESNE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 042459/0327 →
Continuity (2)
Division 13080179 · Apr 5, 2011
Related Publication 20120259124A1 · Oct 11, 2012