http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-105544-A1

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http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A01N47-38
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filingDate 2016-07-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_b18aa29e050d3799734e3e668bffc241
publicationDate 2017-10-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-105544-A1
titleOfInvention CYCLIC N-CARBOXAMIDE COMPOUNDS USEFUL AS HERBICIDES
abstract Claim 1: A compound selected from the formula (1), N-oxides and salts thereof, wherein: Q¹ is a phenyl ring or a naphthalenyl ring system; each ring or ring system is optionally substituted with up to 5 substituents independently selected from R⁶; or a 4- to 7-membered heterocyclic ring or an 8 to 10-membered bicyclic ring system, each ring or ring system containing selected ring members of carbon atoms and 1 to 4 independently selected heteroatoms of up to 2 O atoms, up to 2 S atoms and up to 4 N atoms, where up to 3 ring members that are carbon are independently selected from C (= O) and C (= S), and the ring members that Sulfur atoms are independently selected from S (= O) ᵘ (= NR⁷) ᵛ; each ring or ring system is optionally substituted with up to 5 substituents independently selected from R⁶ in ring members that are carbon atoms and selected from R⁸ in ring members that are nitrogen atoms; Q² is a phenyl ring or a naphthalenyl ring system; each ring or ring system is optionally substituted with up to 5 substituents independently selected from R⁹; or a 4- to 7-membered heterocyclic ring or an 8 to 10-membered bicyclic ring system, each ring or ring system containing selected ring members of carbon atoms and 1 to 4 independently selected heteroatoms of up to 2 O atoms, up to 2 S atoms and up to 4 N atoms, where up to 3 ring members that are carbon are independently selected from C (= O) and C (= S), and the ring members that Sulfur atoms are independently selected from S (= O) ᵘ (= NR⁷) ᵛ; each ring or ring system is optionally substituted with up to 5 substituents independently selected from R⁹ in ring members that are carbon atoms and selected from R¹⁰ in ring members that are nitrogen atoms; J is -CR²R³- or -CR²R³-CR²ᵃR³ᵃ- (where the link that projects to the left is connected to G); G is -O-, -N (R¹) - or -C (R¹⁸) (R¹⁹) -; Y¹ is O, S or NR¹¹; Y² is O or S; R¹ is H, hydroxy, amino, cyano, formyl, C₃₋₈ alkylcarbonylalkyl, C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₂₋₆ alkenyl, C₃₋₆ alkynyl, C₂₋₆ cyanoalkyl, C₃₋₆ cycloalkyl, C₄₋ cycloalkylalkyl ₈, C₂₋₈ alkoxyalkyl, C₂₋₈ haloalkoxyalkyl, C₂₋₈ haloalkenylalkyl, C₂₋₈ alkylthioalkyl, C₂₋₈ alkylsulphonylalkyl, Cil alkylcarbonyl, Cal haloalkylcarbonyl, C halo cycloalkylcarbonyl ₁₀, haloalkoxycarbonyl C₂₋₈, cycloalkoxycarbonyl C₄₋₁₀, alkylaminocarbonyl C₂₋₈, dialkylaminocarbonyl C₃₋₁₀, cycloalkylaminocarbonyl C₄₋₁₀, alkoxy C₁₋₆, alkylthio C₁₋₆, haloalkylthio C₁₋₆, cycloalkylthio C₃₋₈, alkylsulfinyl C₁₋ ₆, C₁₋₆ haloalkylsulfinyl, C₃₋₈ cycloalkylsulfinyl, C₁₋₆ alkylsulfonyl, C₁₋₆ haloalkylsulfonyl, cycle C₃₋₈ alkylsulfonyl, C₁₋₆ alkylaminosulfonyl, C₂₋₈ dialkylaminosulfonyl or C₃₋₁₀ trialkylsilyl; or Q³; or -W¹Q³; R² and R³ are each independently H, halogen, hydroxy, C₁₋₄ alkyl, C₁₋₄ haloalkyl or C₁₋₄ alkoxy; R²ᵃ and R³ᵃ are each independently H, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₃₋₆ alkynyl or C₁₋₆ alkoxy; R⁴ is H, halogen, hydroxy, C₁₋₄ alkoxy, C₁₋₄ haloalkyl or C₁₋₄ alkyl; R⁵ is H, hydroxy, amino, C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₂₋₆ alkenyl, C₃₋₆ alkynyl, C₂₋₈ haloxyalkyl, C₂₋₈ alkylthioalkyl, C₂₋₈ alkylsulfinylalkyl, C₂ alkylsulfonylalkyl ₋₈, C₂₋₈ alkylcarbonyl, C₂₋₈ haloalkylcarbonyl, C₄₋₁₀ cycloalkylcarbonyl, C₂₋₈ alkoxycarbonyl, C₄₋₁₀ cycloalkoxycarbonyl, C₂₋₈ alkylaminocarbonyl, C₃₋₁₀ dialkylaminocarbonyl, C₄₋₁₀ cycloalkylaminocarbonyl, C₁ alkoxy ₋₆, Cilt alkylthio, C₁₋₆ haloalkylthio, C₃₋₈ cycloalkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ haloalkylsulfinyl, C₃₋₈ cycloalkylsulfinyl, C₁₋₆ alkylsulfonyl, C₃₋₈ haloalkylsulfonyl, C₃₋₈ cycloalkylsulfonyl; C₁₋₆ alkylaminosulfonyl, C₂₋₈ dialkylaminosulfonyl or C₃₋₁₀ trialkylsilyl; or Q⁴; or -W²Q⁴; each R⁶ and R⁹ is independently halogen, hydroxy, cyano, nitro, amino, C₁₋₈ alkyl, C₁₋₈ cyanoalkyl, C₁₋₈ cyanoalkoxy, C₁₋₈ haloalkyl, C₁₋₈ nitroalkyl, C₂₋₈ alkenyl, C₂ haloalkenyl ₋₈, C₂₋₈ nitroalkenyl, C₂₋₈ alkynyl, C₂₋₈ haloalkynyl, C₂₋₈ alkoxyalkyl, C₃₋₈ alkoxyalkyl, C₂₋₈ haloalkoxyalkyl C₂₋₈, C₄₋₁₀ cycloalkylalkyl, C₄₋₁₀ halocycloalkylalkyl, C₅ alkylcycloalkylalkyl ₋₁₂, C₅₋₁₂ cycloalkylalkyl, C₅₋₁₂ cycloalkylalkyl, C₃₋₈ cycloalkyl, C₃₋₈ halocycloalkyl, C₆₋₁₂ alkylcycloalkyl, C₃₋₈ cycloalkenyl, C₃₋₈ halocycloalkenyl, C₂₋₈ haloalkoxyalkoxy, C₂ alkoxyalkoxy ₋₈, C₄₋₁₀ cycloalkoxyalkyl, C₂₋₈ alkylthioalkyl, C₂₋₈ alkylsulfinylalkyl, C₂₋₈ alkylsulfonylalkyl, at C₂₋₈ quilamino, C₂₋₈ dialkylamino, C₂₋₈ halodyalkylamino, C₂₋₈ alkylaminoalkyl, C₂₋₈ haloalkylaminoalkyl, C₃₋₁₀ dialkylaminoalkyl, -CHO, C₂₋₈ alkylcarbonyl, C₂₋₈ haloalkylcarbonyl, C₄ cycloalkylcarbonyl ₋₁₀, -C (= O) OH, C₂₋₈ alkoxycarbonyl, C₂₋₈ haloalkoxycarbonyl, C₄₋₁₀ cycloalkoxycarbonyl, C₅₋₁₂ cycloalkylalkoxycarbonyl, -C (= O) NH₂, C₂₋₈ alkylaminocarbonyl, C₄₋₁₀ cycloalkylaminocarbonyl, dialkylaminocarbonyl C₃₋₁₀, C₁₋₈ alkoxy, C₁₋₈ haloalkoxy, C₂₋₈ alkoxy alkoxy, C₂₋₈ alkynyloxy, C₃₋₈ alkynyloxy, C₃₋₈ haloalkyloxy, C₃₋₈ cycloalkoxy, C₃₋₈ halocycloalkoxy, cycloalkylalkoxy C₄₋₁₀, Ccar alkylcarbonylalkoxy, C₂₋₈ alkylcarbonyloxy, C₂₋₈ haloalkylcarbonyloxy, C₄₋₁₀ cycloalkylcarbonyloxy, alkylsulfon C₁₋₈ yloxy, C₁₋₈ haloalkylsulfonyloxy, C₁₋₈ alkylthio, C₁₋₈ haloalkylthio, C₁₋₈ alkylsulfinyl, C₁₋₈ haloalkylsulfinyl, C₁₋₈ alkylsulfonyl, C₁₋₈ haloalkylsulfonyl, C₃₋₈ cycloalkylsulfonyl, formylamino, C₂₋₈ alkylcarbonylamino, C₂₋₈ haloalkylcarbonylamino, C₃₋₈ cycloalkylamino, C₂₋₈ alkoxycarbonylamino, C₁₋₆ haloalkylsulfonylamino, -SF₅, -SCN, SO₂NH₂, Cqu trialkylsilyl, trialkylsilylalkyl C₄₋₁₂ or Cqu trialkylsilylalkoxy; or Q⁵; or -W³Q⁵; each R⁷ is independently H, cyano, C₂₋₃ alkylcarbonyl or C₂₋₃ haloalkylcarbonyl; each R⁸ and R¹⁰ is, independently, cyano, C₁₋₃ alkyl, C₂₋₃ alkenyl, C₂₋₃ alkynyl, C₃₋₆ cycloalkyl, C₂₋₃ alkoxyalkyl, C₁₋₃ alkoxy, C₂₋₃ alkylcarbonyl, C₂₋₃ alkoxycarbonyl, C₂₋₃ alkylaminoalkyl or C₃₋₄ dialkylaminoalkyl; each R¹¹ is independently H, cyano, hydroxy, CHO, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₂₋₆ alkylcarbonyl, C₂₋₆ haloalkylcarbonyl, - (C = O) CH₃ or - (C = O) CF₃; W¹ is -O-, -OS (= O) ₂-, -C (= O) -, C₁₋₃ alkanediyl, C₂₋₃ alkenodiyl, C₂₋₃ alkynediyl, -C (= O) (C₁₋₃ alkyl) -, -C (= O) (C₂₋₃ alkenyl) -, -C (= O) (C₁₋₄ alkynyl) -; W² is -O-, -OS (= O) ₂-, -C (= O) - or C₁₋₃ alkanediyl; W³ is -O-, -OS (= O) ₂-, -C (= O) - or C₁₋₃ alkanediyl; each Q³ is phenyl of -CPh = N-O (C₁₋₄ alkyl) optionally substituted on ring members with up to 5 substituents independently selected from R¹²; or a 5 or 6 membered heteroaromatic ring, each optionally substituted in ring members with up to 5 substituents selected, independently, from R¹² and in ring members that are nitrogen with up to 2 substituents selected, independently, from R¹⁵; each Q⁴ is phenyl optionally substituted on ring members with up to 5 substituents independently selected from R¹³; or a 5 or 6 membered heteroaromatic ring, each optionally substituted in ring members with up to 5 substituents selected, independently, from R¹³ and in ring members that are nitrogen with up to 2 substituents selected, independently, from R¹⁶; each Q⁵ is phenyl optionally substituted on ring members with up to 5 substituents independently selected from R¹⁴; or a 5 or 6 membered heteroaromatic ring, each optionally substituted on ring members that are carbon with up to 5 substituents selected, independently, from R¹⁴ and on ring members that are nitrogen with up to 2 substituents selected, independently, from R¹⁷; each R¹², R¹³ and R¹⁴ is independently halogen, cyano, hydroxy, amino, nitro, -CHO, -C (= O) OH, -C (= O) NH₂, -SO₂NH₂, C₁₋₆ alkyl, C₁₋ haloalkyl ₆, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₂₋₈ alkylcarbonyl, C₂₋₈ haloalkylcarbonyl, C₂₋₈ alkoxycarbonyl, C₅₋₁₂ cycloalkyloxycarbonyl, C₂₋₈ alkylaminocarbonyl, C₃₋₁₀ dialkylaminocarbonyl, C₁₋ alkoxy ₆, haloalkoxy C₁₋₆, alkylcarbonyloxy C₂₋₈, alkylthio C₁₋₆, haloalkylthio C₁₋₆, alkylsulfinyl C₁₋₆, haloalkylsulfinyl C₁₋₆, alkylsulfonyl C₁₋₆, haloalkylsulfonyl C₁₋₆, alkylaminosulfonyl C₁₋₆, dialkylaminosulfonyl C₂₋ ₈, Cqu trialkylsilyl, C₁₋₆ alkylamino, C₂₋₈ dialkylamino, C₂₋₈ alkylcarbonylamino, C₁₋₆ alkylsulfonylamino, phenyl, pyridinyl or thienyl; each R¹⁵, R¹⁶ and R¹⁷ is, independently, H or C₁₋₆ alkyl; each R¹⁸ and R¹⁹ is, independently, H, halogen, hydroxy, C₁₋₄ alkyl, C₁₋₄ haloalkyl or C₁₋₄ alkoxy; and each u and v is, independently, 0, 1 or 2 in each instance of S (= O) ᵘ (= NR⁷) ᵛ, provided that the sum of u and v is 0, 1 or 2; provided that when Q¹ is a phenyl ring substituted by R⁶ at position 4, G is -C (R¹⁸) (R¹⁹) -, Y¹ is O, Y² is O, J is -CR²R³-, R² is H, R³ is H, R⁴ is H, R⁵ is H, R⁶ is Cl, R¹⁸ is H and R¹⁹ is H, then Q² is different from 2-fluorophenyl; and provided that the compound of the formula (1) is other than trans-N- (3-chlorophenyl) -5- (1-methylethyl) -2-oxo-4-phenyl-3-oxazolidinecarboxamide (CA No. 158323-70 -7), 2- (5-methyl-1,3,4-oxadiazol-2-yl) -5-oxo-N-phenyl-1-pyrrolidinecarboxamide (CA No. 182815-19-6), N- (4 -chlorophenyl) -2- (5-methyl-1,3,4-oxadiazol-2-yl) -5-oxo-1-pyrrolidinecarboxamide (CA No. 182815-21-0), N- (3,4-dichlorophenyl ) -2- (5-methyl-1,3,4-oxadiazol-2-yl) -5-oxo-1-pyrrolidinecarboxamide (CA No. 182815-22-1), 2- (5-methyl-1,3 , 4-oxadiazol-2-yl) -5-oxo-N- [3- (trifluoromethyl) phenyl] -1-pyrrolidinecarboxamide (CA No. 182815-23-2) or 2-oxo-N, 6-diphenyl-1 -piperidinecarboxamide (CA No. 111422-82-3).
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Total number of triples: 46.