Methods are provided for manufacturing a cyclic urea adduct of an ethyleneamine compound, the ethyleneamine compound being selected from the group of ethyleneamines and hydroxyethylethyleneamines and comprising at least one —NH—CH2-CH2-NH— moiety and at least two ethylene moieties, wherein the ethyleneamine compound is reacted with CO2 in the presence of an auxiliary compound selected from ethylenediamine (EDA), monoethanolamine (MEA) and mixtures thereof, the molar ratio of auxiliary compound to amine compound being at least 0.02:1. It has been found that the presence of an auxiliary compound selected from ethylenediamine (EDA), monoethanolamine (MEA) and mixtures thereof leads to a substantial increase of the reaction rate as compared to a process wherein the auxiliary compound is not present.

The purpose of the present invention is to provide: novel thiol compounds; a method for synthesizing said thiol compounds; curing agents containing said thiol compounds; resin compositions containing said thiol compounds and an epoxy compound; and resin compositions containing said thiol compounds and an ene compound having a carbon-carbon double bond in a molecule. Furthermore, the purpose of the present invention is to provide adhesives and sealants having these resin compositions as ingredients. The thiol compounds of the present invention are represented by chemical formula (I) to chemical formula (VII).

The purpose of the present invention is to provide: novel thiol compounds; a method for synthesizing said thiol compounds; curing agents containing said thiol compounds; resin compositions containing said thiol compounds and an epoxy compound; and resin compositions containing said thiol compounds and an ene compound having a carbon-carbon double bond in a molecule. Furthermore, the purpose of the present invention is to provide adhesives and sealants having these resin compositions as ingredients. The thiol compounds of the present invention are represented by chemical formula (I) to chemical formula (VII).

A nitrile oxide compound which is a compound represented by General Formula [I], in which a melting point is 25 C. to 300 C., and an equivalent of nitrile oxide is 1.0 to 4.5 mmol/g.

##STR00001##

In the general formula, s: an integer of 1 to 4; R.sup.1 and R.sup.2: a hydrocarbon group having 4 to 10 carbon atoms or a halogenated hydrocarbon group having 4 to 10 carbon atoms; X: a divalent hydrocarbon group, O, S, or N(R.sup.3); R.sup.3: a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms; and A: an s-valent organic group.

A nitrile oxide compound which is a compound represented by General Formula [I], in which a melting point is 25 C. to 300 C., and an equivalent of nitrile oxide is 1.0 to 4.5 mmol/g.

##STR00001##

In the general formula, s: an integer of 1 to 4; R.sup.1 and R.sup.2: a hydrocarbon group having 4 to 10 carbon atoms or a halogenated hydrocarbon group having 4 to 10 carbon atoms; X: a divalent hydrocarbon group, O, S, or N(R.sup.3); R.sup.3: a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms; and A: an s-valent organic group.

This disclosure relates to compounds and methods of treating or preventing a Nox related disease or condition comprising administering to a subject in need thereof a Nox inhibitor or pharmaceutical compositions comprising a Nox inhibitor disclosed herein, derivatives, or compounds disclosed herein optionally substituted with one or more substitutes including optional salt and prodrug forms. In certain embodiments, this disclosure relates to sulfonylurea compounds and uses reported herein.

A process for producing a cyclic alkylene urea product of Formula I:

##STR00001## in which a compound of Formula II and/or Formula III is contacted in a reaction zone with a compound of Formula IV and/or Formula V and in the presence of one or more carbonyl delivering compounds;

##STR00002## in which; R.sup.1 is -[A-X-].sub.q]R.sup.3; R.sup.2 is on each occurrence independently selected from H and C.sub.1 to C.sub.6 alkyl groups which are optionally substituted by one or two groups selected from OH and NH.sub.2; R.sup.3 is on each occurrence independently selected from H and C.sub.1 to C.sub.6 alkyl groups which are optionally substituted by one or two groups selected from OH and NH.sub.2; A is on each occurrence independently selected from C.sub.1 to C.sub.3 alkylene units, optionally substituted by one or more C.sub.1 to C.sub.3 alkyl groups; X is on each occurrence independently selected from O, NR.sup.2, groups of Formula VI, and groups of Formula VII

##STR00003## and p and q are each independently selected from a whole number in the range of from 0 to 8; wherein the compound of Formula II and/or the compound of Formula III are added to a reaction zone comprising compound of Formula IV and/or compound of Formula (V) continuously or semi-continuously over a period of time, or in two or more batches.

A process for producing a cyclic alkylene urea product of Formula I:

##STR00001## in which a compound of Formula II and/or Formula III is contacted in a reaction zone with a compound of Formula IV and/or Formula V and in the presence of one or more carbonyl delivering compounds;

##STR00002## in which; R.sup.1 is -[A-X-].sub.q]R.sup.3; R.sup.2 is on each occurrence independently selected from H and C.sub.1 to C.sub.6 alkyl groups which are optionally substituted by one or two groups selected from OH and NH.sub.2; R.sup.3 is on each occurrence independently selected from H and C.sub.1 to C.sub.6 alkyl groups which are optionally substituted by one or two groups selected from OH and NH.sub.2; A is on each occurrence independently selected from C.sub.1 to C.sub.3 alkylene units, optionally substituted by one or more C.sub.1 to C.sub.3 alkyl groups; X is on each occurrence independently selected from O, NR.sup.2, groups of Formula VI, and groups of Formula VII

##STR00003## and p and q are each independently selected from a whole number in the range of from 0 to 8; wherein the compound of Formula II and/or the compound of Formula III are added to a reaction zone comprising compound of Formula IV and/or compound of Formula (V) continuously or semi-continuously over a period of time, or in two or more batches.

In the method, a trione compound represented by the following formula (1) is (i) reduced by NaAlH.sub.2(OCH.sub.2CH.sub.2OCH.sub.3).sub.2 and subsequently further reduced by a metal borohydride salt, or (ii) reduced by calcium borohydride, thereby producing an amide alcohol compound represented by the following formula (3) (wherein, R.sup.1 and R.sup.2 may be the same or different and each represents a hydrogen atom or a protecting group of an ureylene group; R.sup.4 represents an alkyl group, an aralkyl group, or an aryl group; and each of R.sup.5, R.sup.6, and R.sup.7 represents a hydrogen atom, an alkyl group, an alkoxy group, or a halogen atom). ##STR00001##

In the method, a trione compound represented by the following formula (1) is (i) reduced by NaAlH.sub.2(OCH.sub.2CH.sub.2OCH.sub.3).sub.2 and subsequently further reduced by a metal borohydride salt, or (ii) reduced by calcium borohydride, thereby producing an amide alcohol compound represented by the following formula (3) (wherein, R.sup.1 and R.sup.2 may be the same or different and each represents a hydrogen atom or a protecting group of an ureylene group; R.sup.4 represents an alkyl group, an aralkyl group, or an aryl group; and each of R.sup.5, R.sup.6, and R.sup.7 represents a hydrogen atom, an alkyl group, an alkoxy group, or a halogen atom). ##STR00001##