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US 12,441,721 B2Granted
Synthesis of heterocyclic compounds from carboxamide and carboxamide derivatives with haloalkanols
AssigneeUniversity of Kwazulu-Natal
InventorsRajshekhar Karpoormath, Nisar Sayyad
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Abstract
The invention provides for methods for the synthesis of various compounds through reaction of carboxamide, or carboxamide derivatives, with various substituted or unsubstituted haloalkanols in a one-step, single vessel, reaction mechanism. Preferably, but not exclusively, the reaction proceeds in the absence of any solvents, catalyst, base, or any further reagents.
Claims12
A method for the synthesis of a compound of the Formula (II)
- the method comprising reacting a carboxamide or carboxamide derivative of the Formula (IIa)
- with a substituted alkanol of the Formula (IIb)
- wherein,
- X is selected from the group consisting of NH2, NHR4, and OH;
- X1 is selected from the group consisting of NH, O, and NR4;
- R1 is selected from the group consisting of hydrogen and optionally substituted linear or branched C1-C10 alkyl;
- R2 is selected from the group consisting of hydrogen and optionally substituted linear or branched C1-C12 alkyl, optionally substituted cycloalkyl, optionally substituted heterocycloalkyl, and optionally substituted aryl;
- R is selected from the group consisting of hydrogen, optionally substituted linear or branched alkyl, optionally substituted linear or branched alkenyl, optionally substituted linear or branched alkoxy, optionally substituted cycloalkyl, optionally substituted heterocycloalkyl, optionally substituted aryl, and optionally substituted heteroaryl,
- Z is siloxyl, methanesulphonate, para-toluenesulfonate, or a halogen atom selected from the group consisting of Br, CI, I and F,
- R4 is optionally substituted alkyl;
- and
- wherein the method comprises providing the carboxamide or carboxamide derivative and the substituted alkanol in a single reaction vessel to form a reaction mixture, and heating the reaction mixture at a temperature of about 100° C. to about 160° C. to yield the compound of the Formula (II).
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A method for the synthesis of a compound of the Formula (III)
- the method comprising reacting a carboxamide or carboxamide derivative of the Formula (IIIa)
- with a substituted alkanol of the Formula (IIIb)
- wherein,
- R1 is selected from the group consisting of hydrogen and optionally substituted linear or branched C1-C10 alkyl;
- R2 is selected from the group consisting of hydrogen and optionally substituted alkyl;
- R is selected from the group consisting of hydrogen, optionally substituted linear or branched alkyl, optionally substituted linear or branched alkenyl, optionally substituted linear or branched alkoxy, optionally substituted cycloalkyl, optionally substituted heterocycloalkyl, optionally substituted aryl, and optionally substituted heteroaryl,
- Z is siloxyl, methanesulphonate, para-toluenesulfonate, or a halogen atom selected from the group consisting of Br, CI, I and F, and
- wherein the method comprises providing the carboxamide and the substituted alkanol in a single reaction vessel to form a reaction mixture, and heating the reaction mixture at a temperature of about 100° C. to about 160° C. to yield the compound of the Formula (III).
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Dependencies are inferred from the claim text.