http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-113979-A1

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publicationDate 2020-07-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-113979-A1
titleOfInvention SUBSTITUTE THIOPHENYLURACILS AS WELL AS THEIR SALTS AND THEIR USE OF HERBICIDAL AGENTS
abstract Claim 1: Substituted thiophenyluracils of the general formula (1) or their salts, where Q = the compound of formula (2); wherein R¹ represents C₁₋₈ alkyl, amino, NR¹⁷R¹⁸; R² represents hydrogen, C₁₋₈ alkyl; R³ represents hydrogen, halogen, C₁₋₈ alkoxy; R⁴ represents halogen, cyano, NO₂, C (O) NH₂, C (S) NH₂, C₁₋₈ haloalkyl, C₂₋₈ alkynyl; R⁵ and R⁶ independently of each other represent hydrogen, halogen, C₁₋₈ alkyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₁₀ haloalkyl, C₂₋₈ haloalkenyl , C₂₋₈ haloalkynyl, C₃₋₁₀ halocycloalkyl, C₄₋₁₀ cycloalkenyl, C₄₋₁₀ halocycloalkenyl, C₁₋₈ alkoxy, C₁₋₈ alkoxy-C₁₋₈ alkyl, C₁₋₈ alkoxy-C₁₋₈ haloalkyl, C₁₋₈ haloalkoxy -C₁₋₈ haloalkyl, C₁₋₈ haloalkoxy-C₁₋₈ alkyl, aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, C₄₋₁₀ cycloalkenyl-C₁₋₈ alkyl, heterocyclyl, heterocyclyl-C₁ alkyl ₋₈, C₁₋₈ alkylthio-C₁₋₈ alkyl, C₁₋₈ haloalkylthio-C₁₋₈ alkyl, C₁₋₈ alkylcarbonyl-C₁₋₈ alkyl, C₍O₎OR¹⁹, C (O) NR¹⁷R¹⁸, C (O) R¹⁹ , R¹⁹O (O) C-C₁₋₈ alkyl, R¹⁷R¹⁸N (O) C-C₁₋₈ alkyl, R¹⁷R¹⁸N-C₁₋₈ alkyl or R⁵ and R⁶ with the carbon to which they are attached, form a monocyclic or bicyclic ring of 3 to 10-membered fully or partially saturated, optionally interrupted by heteroatoms and optionally further substituted, or R⁵ and R⁶ they form, with the carbon to which they are attached, a double bond substituted optionally with R²² and R²³ according to formula (3), with Q = the compound of formula (2); R⁷ and R⁸ independently of each other represent hydrogen, halogen, C₁₋₈ alkyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₁₀ haloalkyl, C₂₋₈ haloalkenyl , C₂₋₈ haloalkynyl, C₃₋₁₀ halocycloalkyl, C₁₋₈ alkoxy-C₁₋₈ alkyl, C₁₋₈ alkoxy-C₁₋₈ haloalkyl, C₁₋₈ haloalkoxy-C₁₋₈ haloalkyl, C₁₋₈ haloalkoxy-C₁₋₈ alkyl , aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, heterocyclyl, heterocyclyl-C₁₋₈ alkyl, C₁₋₈ alkylthio-C₁₋₈ alkyl, C₁₋₈ haloalkylthio-C₁₋₈, C₍ alkyl O₎OR¹⁹, C (O) NR¹⁷R¹⁸, C (O) R¹⁹, R¹⁹O (O) C-C₁₋₈ alkyl, R¹⁷R¹⁸N (O) C-C₁₋₈ alkyl, R¹⁷R¹⁸N-C₁₋₈ alkyl, or R⁷ and R⁸ with the carbon to which they are attached, form a fully or partially saturated 3- to 10-membered monocyclic or bicyclic ring, interrupted if necessary by heteroatoms and optionally further substituted, or R⁷ and R⁸ form with the carbon to which they are attached, a double bond substituted optionally with R²² and R²³ according to formula (4), with Q = al compound of formula (2); m represents 0, 1, 2; n represents 0, 1, 2, 3, 4, 5, 6; p represents 1, 2, 3; X represents O (oxygen), N (nitrogen) or the N-R¹⁵ or N-O-R¹⁶ groups and where R¹⁵ and R¹⁶ in the N-R¹⁵ and N-O-R¹⁶ groups independently of each other have the meanings according to the following definitions; Y represents O (oxygen) or S (sulfur), SO, SO₂; R¹⁰ and R¹¹ independently of each other represent hydrogen, fluoro, cyano, C₁₋₈ alkyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₁₀ haloalkyl, aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, C₄₋₁₀ cycloalkenyl-C₁₋₈ alkyl, heterocyclyl, heterocyclyl-C₁₋₈ alkyl, R¹⁹O-C₁₋₈ alkyl, R²⁰S-C₁₋₈ alkyl, R²⁰SO₂ C₁₋₈ alkyl, or R¹⁰ and R¹¹ with the carbon to which they are attached, form a fully or partially saturated 3- to 10-membered monocyclic or bicyclic ring, interrupted if necessary by heteroatoms and optionally further substituted; R¹² and R¹³ independently of one another represent hydrogen, fluoro, C₁₋₈ alkyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₁₀ haloalkyl, C₂₋₈ haloalkenyl , C₂₋₈ haloalkynyl, C₃₋₁₀ halocycloalkyl, C₄₋₁₀ cycloalkenyl, C₄₋₁₀ halocycloalkenyl, C₁₋₈ alkoxy-C₁₋₈ haloalkyl, C₁₋₈ haloalkoxy-C₁₋₈ haloalkyl, aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, C₄₋₁₀-cycloalkenyl-C₁₋₈ alkyl, heterocyclyl, heterocyclyl-C₁₋₈ alkyl, R¹⁹O-C₁₋₈ alkyl, R²⁰S-C₁₋₈ alkyl, R²⁰SO₂-C₁₋₈ alkyl, R¹⁷R¹⁸N -C₁₋₈ alkyl, or R¹² and R¹³ with the carbon to which they are attached, form a fully or partially saturated 3- to 10-membered monocyclic or bicyclic ring, interrupted if necessary by heteroatoms and optionally further substituted, or R¹⁴ represents C₁₋₈ alkyl, C₁₋₈ haloalkyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₈ alkoxy-C₁₋₈ alkyl, C₁₋₈ haloalkoxy- C₁₋₈ alkyl, aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, heterocyclyl, heterocyclyl-C₁₋₈ alkyl, C₁₋₈ alkylthio-C₁₋₈ alkyl, haloalkylthio C₁₋₈-C₁₋₈ alkyl, R¹⁷R¹⁸N-C₁₋ alkyl ₈, cyano-C₁₋₈ alkyl, or R¹⁰ and R¹⁴ with the carbon atoms to which they are attached, form a fully or partially saturated 3- to 10-membered monocyclic or bicyclic ring, interrupted if necessary by heteroatoms and optionally subsequently substituted, or R¹² and R¹⁴ with the carbon atoms to which they are attached, form a fully or partially saturated 3- to 10-membered monocyclic or bicyclic ring, optionally interrupted by heteroatoms and optionally further substituted; R¹⁵ represents hydrogen, C₁₋₈ alkyl, C₃₋₈ cycloalkyl, cyano-C₁₋₈ alkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₁₋₈ alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, C₁₋₈ cycloalkylsulfonyl, heterocyclylsulfonyl, aryl-alkylsulfonyl C₁₋₈, C₁₋₈ alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, C₃₋₈ cycloalkylcarbonyl, heterocyclylcarbonyl, C₁₋₈ alkoxycarbonyl, C₁₋₈ alkoxy, C₂₋₈ alkenyloxy, C₁₋₈ aryl-alkoxycarbonyl, C₁₋₈ haloalkylcarbonyl, C₂₋ alkenyl ₈, C₂₋₈ alkynyl, C₁₋₈ haloalkyl, C₂₋₈ halo-alkynyl, C₂₋₈ halo-alkenyl, C₁₋₈ alkoxy-C₁₋₈ alkyl, amino, C₁₋₈ alkylamino, bis [C₁₋₈ alkyl] amino, C₁₋₈ alkoxy-C₁₋₈ alkoxy-C₁₋₈ alkyl, heteroaryl-C₁₋₈ alkylsulfonyl, heterocyclyl-C₁₋₈ alkylsulfonyl, C₂₋₈ alkenyloxycarbonyl, C₂₋₈ alkynyloxycarbonyl, C₁₋₈ alkylaminocarbonyl, C₃₋₈ cycloalkylaminocarbonyl , bis- [C₁₋₈ alkyl] aminocarbonyl; R¹⁶ represents hydrogen, C₁₋₈ alkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₈ alkoxy-C₁₋₈ alkyl, aryl, aryl-C₁₋₈ alkyl, R¹⁹O ( O) C-C₁₋₈ alkyl, R¹⁷R¹⁸N (O) C-C₁₋₈ alkyl; R¹⁷ and R¹⁸ are the same or different and independently of each other represent hydrogen, C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₈ cyanoalkyl, C₁₋₁₀ haloalkyl, C₂₋₈ haloalkenyl, C₂₋₈ haloalkynyl, cycloalkyl C₃₋₁₀, C₃₋₁₀ halocycloalkyl, C₄₋₁₀ cycloalkenyl, C₄₋₁₀ halocycloalkenyl, C₁₋₈ alkoxy-C₁₋₈ alkyl, C₁₋₈ haloalkoxy-C₁₋₈ alkyl, C₁₋₈ alkylthio-C₁₋₈ alkyl, haloalkylthio C₁₋₈-C₁₋₈ alkyl, C₁₋₈ alkoxy-C₁₋₈ haloalkyl, aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₄₋ cycloalkenyl ₁₀-C₁₋₈ alkyl, COR¹⁹, SO₂R²⁰, C₁₋₈ alkyl-HNO₂S-, C₃₋₈ cycloalkyl-HNO₂S-, heterocyclyl, C₁₋₈ alkoxycarbonyl-C₁₋₈ alkyl, C₁₋₈ alkoxycarbonyl, C₁₋₈ aryl-alkoxycarbonyl -C₁₋₈ alkyl, C₁₋₈ aryl-alkoxycarbonyl, heteroaryl-C₁₋₈ alkoxycarbonyl, C₂₋₈ alkenyloxycarbonyl, C₂₋₈ alkynyloxycarbonyl, heterocyclyl-C₁₋₈ alkyl; R¹⁹ represents hydrogen, C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₈ cyanoalkyl, C₁₋₁₀ haloalkyl, C₂₋₈ haloalkenyl, C₂₋₈ haloalkynyl, C₃₋₁₀ cycloalkyl, C₃₋₁₀ halocycloalkyl, cycloalkenyl C₄₋₁₀, C₄₋₁₀ halocycloalkenyl, C₁₋₈ alkoxy-C₁₋₈ alkyl, C₁₋₈ alkoxy-C₁₋₈ haloalkyl, aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, C₃₋ cycloalkyl ₈-C₁₋₈ alkyl, C₄₋₁₀ cycloalkenyl-C₁₋₈ alkyl, C₁₋₈ alkoxycarbonyl-C₁₋₈ alkyl, C₂₋₈ alkenyloxycarbonyl C₂₋₈-C₁₋₈ alkyl, aryl-alkoxycarbonyl C₁₋₈-Cbon alkyl, hydroxycarbonyl -C₁₋₈ alkyl, heterocyclyl, heterocyclyl-C₁₋₈ alkyl; R²⁰ represents hydrogen, C₁₋₈ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₈ cyanoalkyl, C₁₋₁₀ haloalkyl, C₂₋₈ haloalkenyl, C₂₋₈ haloalkynyl, C₃₋₁₀ cycloalkyl, C₃₋₁₀ halocycloalkyl, cycloalkenyl C₄₋₁₀, C₄₋₁₀ halocycloalkenyl, C₁₋₈ alkoxy-C₁₋₈ alkyl, C₁₋₈ alkoxy-C₁₋₈ haloalkyl, aryl, aryl-C₁₋₈ alkyl, heteroaryl, heteroaryl-C₁₋₈ alkyl, heterocyclyl-alkyl C₁₋₈, C₃₋₈ cycloalkyl-C₁₋₈ alkyl, C₄₋₁₀ cycloalkenyl-C₁₋₈ alkyl, NR¹⁷R¹⁸; R²¹ represents hydrogen, fluorine, chlorine, bromine, trifluoromethyl, C₁₋₈ alkoxy; and R²² and R²³ independently of one another represent hydrogen, halogen, C₁₋₈ alkyl, C₃₋₈ cycloalkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₈ haloalkyl, aryl, or R²² and R²³ with the carbon to which they are attached. , form a saturated 3- to 10-membered monocyclic or bicyclic ring, interrupted if necessary by heteroatoms and optionally further substituted.
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