Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
231 words
A process for synthesis of a cyclopropanoid cyanoester comprising the following steps: (A) forming a reaction mixture in a C 1 through C 4 monohydric alcohol solvent of (i) 2-nitropropane, (ii) a cyanoester selected from the group consisting of ##STR43## wherein R' is methyl or ethyl, A, B represents a group having the formula --(CH 2 ) n -- or --(CH 2 ) 2 --Y--(CH 2 ) 2 --, n=3, 4, or 5, Y being NCH 3 , O, or S, and R can be selected from the class consisting of: (1) alkyl, haloalkyl, alkenyl, haloalkenyl, cycloalkyl, carboalkoxy, and cycloalkenyl groups having up to ten carbons; (2) a heterocyclic residue selected from the group consisting of furan, thiophene, pyridine, pyrrole and indole; (3) phenyl and naphthyl groups; and, (4) monosubstituted phenyl groups and disubstituted phenyl groups wherein the substituents are selected from the group consisting of alkyl, halogen, nitro, alkoxy, and haloalkyl; provided that when R is alkenyl, R is not conjugated with the double bond between C 1 and C 2 and when R is a substituted phenyl group, at least one of the ortho carbons of said phenyl group is bonded to hydrogen; and (iii) a base selected from the group consisting of alkali metal alkoxides and alkali metal carbonates; (B) heating said reaction mixture in refluxing alcohol solvent; and (C) isolating a cyclopropanoid cyanoester from said reaction mixture.
Claim 2
Dependent Claim
231 words
A process for synthesis of a cyclopropanoid cyanoester comprising the following steps: (A) forming a reaction mixture in a C 1 through C 4 monohydric alcohol solvent of (i) 2-nitropropane, (ii) a cyanoester selected from the group consisting of ##STR43## wherein R' is methyl or ethyl, A, B represents a group having the formula --(CH 2 ) n -- or --(CH 2 ) 2 --Y--(CH 2 ) 2 --, n=3, 4, or 5, Y being NCH 3 , O, or S, and R can be selected from the class consisting of: (1) alkyl, haloalkyl, alkenyl, haloalkenyl, cycloalkyl, carboalkoxy, and cycloalkenyl groups having up to ten carbons; (2) a heterocyclic residue selected from the group consisting of furan, thiophene, pyridine, pyrrole and indole; (3) phenyl and naphthyl groups; and, (4) monosubstituted phenyl groups and disubstituted phenyl groups wherein the substituents are selected from the group consisting of alkyl, halogen, nitro, alkoxy, and haloalkyl; provided that when R is alkenyl, R is not conjugated with the double bond between C 1 and C 2 and when R is a substituted phenyl group, at least one of the ortho carbons of said phenyl group is bonded to hydrogen; and (iii) a base selected from the group consisting of alkali metal alkoxides and alkali metal carbonates; (B) heating said reaction mixture in refluxing alcohol solvent; and (C) isolating a cyclopropanoid cyanoester from said reaction mixture.
Claim 3
Dependent Claim
19 words
The process of claim 1 wherein said alcohol solvent is selected from the group consisting of methanol and ethanol.
Claim 4
Dependent Claim
44 words
The process of claim 1 wherein said step of isolating a cyclopropanoid cyanoester comprises: (A) cooling said reaction mixture; (B) diluting said reaction mixture with aqueous sodium chloride; (C) extracting the diluted reaction mixture with dichloromethane; and, (D) evaporating said dichloromethane at reduced pressure.
Claim 5
Dependent Claim
132 words
The process of claim 1 wherein said cyanoester has the formula: ##STR44## wherein R' is methyl or ethyl, and R can be selected from the class consisting of: (1) alkyl, haloalkyl, alkenyl, haloalkenyl, cycloalkyl, carboalkoxy, and cycloalkenyl groups having up to ten carbons; (2) a heterocyclic residue selected from the group consisting of furan, thiophene, pyridine, pyrrole and indole; (3) phenyl and naphthyl groups, and; (4) monosubstituted phenyl groups, and disubstituted phenyl groups wherein the substituents are selected from the group consisting of alkyl, halogen, nitro, alkoxy, and haloalkyl; provided that when R is alkenyl, R is not conjugated with the double bond between C 1 and C 2 and when R is a substituted phenyl group, at least one of the ortho carbons of said phenyl group is bonded to hydrogen.
Claim 6
Dependent Claim
10 words
The process of claim 1 wherein said cyanoester is ethyl(1-methyl-4-piperidylidene)-cyanoacetate.
Claim 7
Dependent Claim
11 words
The process of claim 1 wherein said cyanoester is (E)-ethyl 2-cyano-3-(o-chlorophenyl)-2-propenoate.
Claim 8
Dependent Claim
11 words
The process of claim 1 wherein said cyanoester is (E)-ethyl 2-cyano-3-(p-methylphenyl)-2-propenoate.
Claim 9
Dependent Claim
11 words
The process of claim 1 wherein said cyanoester is (E)-ethyl 2-cyano-3-(3'-pyridyl)-2-propenoate.
Claim 10
Dependent Claim
11 words
The process of claim 1 wherein said cyanoester is (E)-ethyl 2-cyano-5-methyl-2-hexenoate.