Back to results
US 2002/0165413 A1Published application
2-halo-1-cycloalkenecarboxamides and their preparation
AssigneeEastman Kodak Company
InventorChang-Kyu Kim
Life of this patent
Estimating the term…
Abstract
The invention relates to a 2-halo-1-cycloalkenecarboxamides represented by Formula I: 1 wherein n is 1 or 2; R is hydrogen or an alkyl group; and X is a halogen.
Claims26
A 2-halo-1-cycloalkenecarboxamide compound represented by Formula I:
- 7
- wherein
- n is 1 or 2;
- R is hydrogen or a substituted or unsubstituted alkyl group;
- and
- X is a halogen.
3 more elements
A method of making a compound represented by Formula I comprising:
- (a) reacting a 2-oxo-1-cycloakylcarboxyester represented by Formula II;
- 8
- wherein
- n is 1 or 2;
- R′ is methyl or ethyl;
- with a halogenating agent to produce a mixture of 2-halo-1-cycloalkenecarboxyacid halide and 2-halo-1-cycloalkenecarboxyester;
- and
- (b) subsequently reacting the mixture with ammonia or an alkylamine having the formula;
- R—NH2
- wherein R is a substituted or unsubstituted alkyl group.
7 more elements
A method of making a compound represented by Formula I comprising:
- (a) reacting a 2-oxo-1-cycloakylcarboxyester represented by Formula II;
- 9
- wherein
- n is 1 or 2;
- R′ is methyl or ethyl;
- with an excess of a halogenating agent at a temperature in the range of 50-150° C. in an aprotic solvent to produce a mixture of 2-halo-1-cycloalkenecarboxyacid halide and 2-halo-1-cycloalkenecarboxyester, and
- (b) subsequently reacting the mixture in the presence of a base with ammonia or an alkylamine having the formula;
- R—NH2
- wherein R is a substituted or unsubstituted alkyl group.
6 more elements
Dependencies are inferred from the claim text.