Patent GB-893393-A (GB)
Title: 2,3-dimercapto-quinoxaline derivatives
Filed: 1960-03-18
Abstract: The invention comprises 2,3-dimercapto-quinoxalines of the general formula <FORM:0893393/IV (b)/1> in which R is an alkyl radical having 1-6 carbon atoms, a C1-C6 halogen-alkyl radical, a C1-C6 alkoxy radical, an alkylmercapto radical, a nitro group or a halogen atom; R1 and R11 are hydrogen atoms, C1-C6 alkyl radicals, halogen-substituted C1-C6 alkyl or alkenyl radicals, unsubstituted or substituted phenyl radicals, C1-C6 alkyl carbonyl radicals, aryl-carbonyl radicals, amino-carbonyl radicals, N-substituted amino-carbonyl radicals, carboxyl groups, esterified carboxyl groups, C1-C6 alkoxy carbonyl groups, carboxy alkyl groups which may be esterified, cyano groups or nitro groups, or R1 and R11 may together represent the group =CCl2 or with the carbon atom to which they are attached form a ring system which may be substituted and/or contain hetero atoms; and n is a whole number from 0 to 4.  These compounds may be prepared by reacting a 2,3-dimercapto-quinoxaline of the general formula <FORM:0893393/IV (b)/2> at room temperature or at a slightly elevated temperature and in the presence of an acid-binding agent with a compound of the formula <FORM:0893393/IV (b)/3> in which X and Y, which may be the same or different, are halogen atoms or alkoxy radicals having 1-4 carbon atoms.  Examples are given of the preparation of compounds in which R is hydrogen, methyl, nitro, trifluoromethyl, chloro and methoxy; R1 is hydrogen, nitro, phenyl, chlorophenyl, nitrophenyl, aminocarbonyl, dimethylamino carbonyl, propylamino carbonyl, phenylamino carbonyl, ethoxy carbonyl, benzoyl, diethoxymethyl, phenyl sulphonyl and acetyl; R11 is hydrogen, phenyl, methyl, ethoxy-carbonyl, acetyl and phenyl sulphonyl; and R1 and R11 together are the radical =CCl2, 2,6-diketo cyclohexyl, and tetrachlorocyclopentadienyl.  In the reaction between 2,3-dimercaptoquinoxaline and dichloromethane it is stated that some of the compound of formula is obtained in addition to the compound <FORM:0893393/IV (b)/4> Specification 885,789 is referred to.ALSO:2.3-Dimercapto-quinoxalines of the general formula <FORM:0893393/VI/1> in which R is an alkyl radical having 1-6 carbon atoms, a C1-C6 halogen-alkyl radical, a C1-C6 alkoxy radical, an alkyl mercapto radical, a nitro group or a halogen atom; R1 and R11 are hydrogen atoms, C1-C6 alkyl radicals, halogen-substituted C1-C6 alkyl or alkenyl radicals, unsubstituted or substituted phenyl radicals, C1-C6 alkyl-carbonyl radicals, aryl-carbonyl radicals, aminocarbonyl radicals, N-substituted amino-carbonyl radicals, carboxyl groups, esterified carboxyl groups, C1-C6 alkoxy carbonyl groups, carboxy alkyl groups which may be esterified cyano groups or nitro groups; or R1 and R11 may be the group=CCl2 or together with the carbon atom to which they are attached may form a ring system which may be substituted and/or contain hetero atoms; an n is a whole number from 0 to 4, may be used with a solid or liquid diluent or carrier as pesticidal compositions.  They are stated to have good activity against spider mites and phytopathogenic fungi, especially mildew.  Specification 885,789 is referred to.