3-aminopyrazolo heterocyclic derivatives, and use for colorimetric determinations

Claim 1

A method for colorimetric determination of hydrogen peroxide or hydrogen peroxide-forming systems, peroxidase or peroxidate-active substances by means of oxidative coupling of an electron-rich aromatic compound with a heterocyclic compound wherein the electron-rich aromatic compound enters into an oxidative coupling with p-phenylene diamine comprising a 3-amino pyrazolo heterocyclic derivative for color formation selected from the formulas consisting of II, III, IV, V, VI, VII, VIII, IX, X, XI, XII and XIII as follows: ##STR47## wherein --X--Y is --N═CR 2 and wherein R 2 is alkyl, alkenyl, alkoxy, alkylthio, aryl or aralkyl or wherein R 2 is unsubstituted or substituted by hydroxyl, dialkylphosphinyl, carboxyl, SO 3 H, PO 3 H 2 , a salt of one of the acid residues or by amino, which amino is unsubstituted or substituted by one or two alkyls wherein said one or two alkyls are unsubstituted or substituted by hydroxyl, carboxyl or alkoxycarbonyl, and wherein when the amino is substituted by two alkyls these two alkyls are unjoined or are joined to form a ring which, apart from the first nitrogen atom of the amino group, are uninterrupted or interrupted by oxygen, sulphur or a second nitrogen atom, or the amino is unsubstituted or substituted by one or two from the group consisting of acyl, alkoxy, aralkoxycarbonyl, H 2 N--CO--, alkyl, aralkyl and arylcarbamoyl; or R 2 is hydrogen, carboxyl, alkoxycarbonyl, carboxamido or halogen; and wherein R 3 is alkyl or aralkyl, and R 4 , R 5 , R 6 and R 7 each are hydrogen, alkyl, alkoxy, alkylthio, hydroxyl, aralkyl, aryl, carboxyl, carboxyamido, alkoxycarbonyl, cyano or amino, which amino is unsubstituted or substituted by one or two alkyls wherein said one or two alkyls are unsubstituted or substituted by one or two from the group consisting of hydroxyl, carboxyl, alkoxycarbonyl and halogen; or two substituents on neighboring carbon atoms of a carbon chain form an alkylene radical which alkylene radical is unsubstituted or substituted or anellated with aryl, and tautomers and salts thereof.

Claim 2

A method for colorimetric determination of hydrogen peroxide or hydrogen peroxide-forming systems, peroxidase or peroxidate-active substances by means of oxidative coupling of an electron-rich aromatic compound with a heterocyclic compound wherein the electron-rich aromatic compound enters into an oxidative coupling with p-phenylene diamine comprising a 3-amino pyrazolo heterocyclic derivative for color formation selected from the formulas consisting of II, III, IV, V, VI, VII, VIII, IX, X, XI, XII and XIII as follows: ##STR47## wherein --X--Y is --N═CR 2 and wherein R 2 is alkyl, alkenyl, alkoxy, alkylthio, aryl or aralkyl or wherein R 2 is unsubstituted or substituted by hydroxyl, dialkylphosphinyl, carboxyl, SO 3 H, PO 3 H 2 , a salt of one of the acid residues or by amino, which amino is unsubstituted or substituted by one or two alkyls wherein said one or two alkyls are unsubstituted or substituted by hydroxyl, carboxyl or alkoxycarbonyl, and wherein when the amino is substituted by two alkyls these two alkyls are unjoined or are joined to form a ring which, apart from the first nitrogen atom of the amino group, are uninterrupted or interrupted by oxygen, sulphur or a second nitrogen atom, or the amino is unsubstituted or substituted by one or two from the group consisting of acyl, alkoxy, aralkoxycarbonyl, H 2 N--CO--, alkyl, aralkyl and arylcarbamoyl; or R 2 is hydrogen, carboxyl, alkoxycarbonyl, carboxamido or halogen; and wherein R 3 is alkyl or aralkyl, and R 4 , R 5 , R 6 and R 7 each are hydrogen, alkyl, alkoxy, alkylthio, hydroxyl, aralkyl, aryl, carboxyl, carboxyamido, alkoxycarbonyl, cyano or amino, which amino is unsubstituted or substituted by one or two alkyls wherein said one or two alkyls are unsubstituted or substituted by one or two from the group consisting of hydroxyl, carboxyl, alkoxycarbonyl and halogen; or two substituents on neighboring carbon atoms of a carbon chain form an alkylene radical which alkylene radical is unsubstituted or substituted or anellated with aryl, and tautomers and salts thereof.