KR860002460A - Bactericidal N-cyanoalkyl-N-halo alkylthiosulfamides - Google Patents

Abstract

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Description

Bactericidal N-cyanoalkyl-N-halo alkylthiosulfamides

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Claims (85)

General formula Where R is lower alkyl of 1-6 carbon atoms, lower alkoxy of 1-6 carbon atoms, cycloalkyl of 3-10 carbon atoms, lower alkylthio of 1-6 carbon atoms, lower alkyl slip of 1-6 carbon atoms Nil, lower alkylsulfonyl of 1-6 carbon atoms, halogen, trihalomethyl, nitro, cyano carboxyl; Optionally substituted with 1-3 substituents independently selected from alkyl of 1-10 carbon atoms, lower alkenyl of 2-6 carbon atoms, or all lower alkynyl of 2-6 carbon atoms optionally substituted with 1-3 halogen atoms Aryl of 6-12 carbon atoms or allalkyl of 7-14 carbon atoms; Lower alkoxy alkylenes; Lower alkylene carboalkoxy; Lower alkyl thioalkylenes; Lower alkylspinyl alkylene; Or lower alkylsulfonyl alkylene; R ¹ and R ² are independently hydrogen, lower alkyl of 1-6 carbon atoms, aryl or thienyl or an alkylene bridge simultaneously forming a cycloalkyl group of 3-10 carbon atoms; R ³ is alkyl of 1-3 carbon atoms substituted with 3-6 halogen atoms or trihalo vinyl. R is lower alkyl or lower alkenyl. The compound according to claim 1. A compound according to claim 2 which forms a cycloalkyl group when at least one of R ¹ and R ² is lower alkyl or R ¹ and R ² are present simultaneously. The compound according to claim ³ , wherein R ³ is 1,1,2,2, -ethyl tetrachloride. The compound of claim 4 wherein R ² is thienyl. A compound according to claim 4 wherein R ¹ and R ² form a cycloalkyl group. The compound of claim 6 wherein R is methyl. A compound according to claim 7 wherein R ¹ and R ² form a cyclopentyl group. The compound of claim 7 wherein R ¹ and R ² form a cyclohexyl group. The compound of claim 1 wherein R is lower alkoxy alkylene. A compound according to claim 10 wherein R ¹ and R ² are independently hydrogen or lower alkyl. 12. A compound according to claim 11 wherein R ³ is 1,1,2,2-ethyl tetrachloride. The compound of claim 1 wherein R is lower alkylenecarbalkoxy. A compound according to claim 13 wherein R ¹ and R ² are independently hydrogen or lower alkyl. The compound of claim 14 wherein R ³ is 1,1,2,2-ethyl tetrachloride. The compound of claim 1 wherein R is lower alkylthioalkylene, lower alkyl sulfinylalkylene or lower alkylsulfonyl alkylene. A compound according to claim 16 wherein R ¹ and R ² are independently hydrogen or lower alkyl. 18. A compound according to claim 17 wherein R ³ is 1,1,2,2-ethyl tetrachloride. A compound according to claim 1 wherein one of R ¹ and R ² is phenyl or thienyl. 20. A compound according to claim 19 wherein R is lower alkyl. The compound of claim 20 wherein R ³ is 1,1,2,2-ethyl tetrachloride. The compound of claim 1 wherein R ³ is 1,1,2,2-ethyl tetrachloride. General formula Of compounds. Wherein R is lower alkyl of 1-6 carbon atoms, lower alkoxy of 1-6 carbon atoms, cycloalkyl of 3-10 carbon atoms, lower alkylthio of 1-6 carbon atoms, halogen, nitro, cyano cyano or carboxyl ; Or optionally substituted with 1-3 substituents independently selected from alkyl of 1-10 carbon atoms, lower alkenyl of 2-6 carbon atoms, or all lower alkynyl of 2-6 carbon atoms is optionally substituted with 1-3 halogen atoms Substituted aryl of 6-12 carbon atoms or aralkyl of 7-14 carbon atoms; R ¹ is halogen or lower alkyl of 1-6 carbon atoms; R ² is halogen but lower alkyl of 1-6 carbon atoms; R ³ is alkyl of 1-3 carbon atoms substituted with 3-6 halogen atoms or trihalovinyl. 24. A compound of claim 23 wherein R is lower alkyl. The compound of claim 24 wherein R ³ is 1,1,2,2-ethyl tetrachloride. A compound according to claim 25 wherein R ¹ and R ² alone are lower alkyl. The compound of claim 26 wherein R and R ¹ and R ² are methyl. The compound of claim 23 wherein R is phenyl or substituted phenyl. A compound according to claim 28 wherein R ¹ and R ² are hydrogen. 30. A compound of claim 29 wherein R is phenyl. The compound of claim 30 wherein R ³ is 1,1,2,2-ethyl tetrachloride. The compound of claim 30 wherein R ³ is methyl trichloride. 30. A compound of claim 29 wherein R is 4-nitrophenyl. The compound of claim 33 wherein R ³ is 1,1,2,2-ethyl tetrachloride. The compound of claim 33 wherein R ³ is methyl trichloride. The compound of claim 23 wherein R ³ is ethyl tetrachloride, methyl trichloride, vinyl trichloride, methyl dichloride or 2-fluoro-1,1,2,2-ethyl tetrachloride. The compound of claim 23 wherein R ³ is 1,1,2,2-ethyl tetrachloride. 38. A compound of claim 37 wherein R is lower alkyl. The compound of claim 23 wherein R ³ is methyl trichloride. 40. The compound of claim 39, wherein R is aryl, substituted aryl, aralkyl or substituted aralkyl. The compound of claim 23 wherein R is methyl, R ¹ is methyl, R ² is ethyl and R ³ is 1,1,2,2-ethyl tetrachloride. The compound of claim 23 wherein R is n-butyl, R ¹ is methyl, R ² is methyl, R ³ is 1,1,2,2, -ethyl tetrachloride. The compound of claim 23 wherein R is vinyl, R ¹ dimethyl, and R ³ is 1,1,2,2-ethyl tetrachloride. The compound of claim 23 wherein R is ethyl, R ¹ is methyl, R ² is methyl R ³ is 1,1,2,2-chlorochlorochloride. The compound of claim 23 wherein R is methyl, R ¹ is methyl, R ² is halogen, R ³ is 1,1,2,2-ethyl tetrachloride. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 1 in a bactericidal effect amount. A method for suppressing a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 4 in a bactericidal effect amount. A method for inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 8 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 9 in a bactericidal effect amount. A method of inhibiting fungi comprising contacting a fungus or a growth environment thereof with a compound of claim 12 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 15 in a bactericidal effect amount. A method of inhibiting fungi comprising contacting a fungus or a growth environment thereof with a compound of claim 18 in a bactericidal effect amount. A method for inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 21 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 22 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 23 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 27 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 31 in a bactericidal effect amount. A method of inhibiting fungi comprising contacting a fungus or a growth environment thereof with a compound of claim 32 in a bactericidal effect amount. A method of inhibiting a fungus consisting of contacting a fungus or a growth environment thereof with a compound of claim 34 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 35 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 41 in a bactericidal effect amount. A method of inhibiting a fungus consisting of contacting a fungus or a growth environment thereof with a compound of claim 42 in a bactericidal effect amount. A method for inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 43 in a bactericidal effect amount. A method of inhibiting a fungus comprising contacting a fungus or a growth environment thereof with a compound of claim 44 in a bactericidal effect amount. A method of inhibiting fungi comprising contacting fungal oil or a compound of claim 45 with a bactericidal effective amount with their growth environment. A fungicide composition comprising an inert carrier and a bactericidal effective amount of claim 1. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 4 compound. A fungicide composition consisting of an inert carrier and a bactericidal effective amount compound of claim 8. A fungicide composition comprising an inert carrier and a bactericidal effective amount of claim 9. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 12 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 15 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 18 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount of claim 21 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount as claimed in claim 22. A fungicide composition comprising an inert carrier and a bactericidal effective amount as claimed in claim 23. A fungicide composition comprising an inert carrier and a bactericidal effective amount of claim 27 compound. A fungicide composition consisting of an inert carrier and a bactericidal effective amount claim 31 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount as claimed in claim 32. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 34 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount of the compound of claim 35. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 41 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 42 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 43 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 44 compound. A fungicide composition comprising an inert carrier and a bactericidal effective amount claim 45 compound. ※ Note: The disclosure is based on the initial application.