Non-catalytic ketoform syntheses

Claim 1

A method for introducing an amine substituent into a carbonyl-containing compound comprising, contacting a primary or secondary amine reactant compound which is an amine nucleophilic agent with said carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide a reaction product selected from the group consisting of a monoazacycloalkanone, diazacycloalkanone, alpha-aminoacetamide, and alpha-amino acetate; said carbonyl-containing compound being present in an amount from about 2 to about 25 times greater than the molar amount required to react with said reactant compound; maintaining the temperature during reaction below that which degrades said reactant compound; and, recovering said reaction product having said amine substituent.

Claim 2

A method for introducing an amine substituent into a carbonyl-containing compound comprising, contacting a primary or secondary amine reactant compound which is an amine nucleophilic agent with said carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide a reaction product selected from the group consisting of a monoazacycloalkanone, diazacycloalkanone, alpha-aminoacetamide, and alpha-amino acetate; said carbonyl-containing compound being present in an amount from about 2 to about 25 times greater than the molar amount required to react with said reactant compound; maintaining the temperature during reaction below that which degrades said reactant compound; and, recovering said reaction product having said amine substituent.

Claim 8

A method for preparing a polysubstituted 2-keto-1,4-diazacycloalkane reaction product from an acyclic or cyclic 1,2-diamine or 1,3-diamine, comprising, contacting said 1,2-diamine or 1,3-diamine with a carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, present in an amount from about 2 to about 25 times greater than the molar amount required to react with said diamine, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide said reaction product; maintaining the temperature of reaction in the range from above about the freezing point of the reaction mass up to about the reflux temperature of said reaction mass; and, recovering said polysubstituted 2-keto-1,4-diazacycloalkanone.

Claim 9

A method for preparing a polysubstituted 2-keto-1,4-diazacycloalkane reaction product from an acyclic or cyclic 1,2-diamine or 1,3-diamine, comprising, contacting said 1,2-diamine or 1,3-diamine with a carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, present in an amount from about 2 to about 25 times greater than the molar amount required to react with said diamine, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide said reaction product; maintaining the temperature of reaction in the range from above about the freezing point of the reaction mass up to about the reflux temperature of said reaction mass; and, recovering said polysubstituted 2-keto-1,4-diazacycloalkanone.

Claim 12

A method for preparing a polysubstituted alpha-aminoacetamide reaction product from an amino-piperidine comprising, contacting said amino-piperidine with a carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, present in an amount from about 2 to about 25 times greater than the molar amount required to react with said amino-piperidine, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide said reaction product; maintaining the temperature of reaction in the range from above about the freezing point of the reaction mass up to about the reflux temperature of said reaction mass; and, recovering said polysubstituted alpha-aminoacetamide.

Claim 13

A method for preparing a polysubstituted alpha-aminoacetamide reaction product from an amino-piperidine comprising, contacting said amino-piperidine with a carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, present in an amount from about 2 to about 25 times greater than the molar amount required to react with said amino-piperidine, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide said reaction product; maintaining the temperature of reaction in the range from above about the freezing point of the reaction mass up to about the reflux temperature of said reaction mass; and, recovering said polysubstituted alpha-aminoacetamide.

Claim 14

A method for preparing a polysubstituted alkali metal hydroxy-aminoacetate reaction product from an amino-alkanol reactant, comprising, contacting said amino-alkanol with a carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, present in an amount from about 2 to about 25 times greater than the molar amount required to react with said amino-alkanol, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide said reaction product; maintaining the temperature of reaction in the range from above about the freezing point of the reaction mass up to about the reflux temperature of said reaction mass; and, recovering said polysubstituted alkali metal hydroxy-aminoacetate.

Claim 15

A method for preparing a polysubstituted alkali metal hydroxy-aminoacetate reaction product from an amino-alkanol reactant, comprising, contacting said amino-alkanol with a carbonyl-containing compound selected from the group consisting of a saturated acyclic monoketone, a saturated cyclic monoketone and, benzaldehyde, optionally substituted with lower alkyl having from 1 to about 6 carbon atoms, present in an amount from about 2 to about 25 times greater than the molar amount required to react with said amino-alkanol, in the absence of a phase transfer catalyst and a primary alcohol solvent, and in the presence of a base and sufficient haloform to provide said reaction product; maintaining the temperature of reaction in the range from above about the freezing point of the reaction mass up to about the reflux temperature of said reaction mass; and, recovering said polysubstituted alkali metal hydroxy-aminoacetate.