http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-118673-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_7f5c2637e6843347aa47a60dcf3fd5ed |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D471-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D413-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D271-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D417-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D413-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D413-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D413-12 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D413-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D413-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D413-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D413-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D271-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D471-04 |
| filingDate | 2020-04-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_2dab843eac6825517b2322e1bb443b49 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5f3b9134cdc0d30dabed66950132b460 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9107fb1a6b82edd980cdceebacb9e157 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6417b666a48a18ce8c809973ea15e91c http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ea49acfa15e2177cb1d69320571c5535 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_83da933da8e0c2bb6edcf65550bac65a |
| publicationDate | 2021-10-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | AR-118673-A1 |
| titleOfInvention | PROCEDURE FOR THE PREPARATION OF OXADIAZOLE DERIVATIVES MICROBIOCIDES |
| abstract | The present refers to a process for the preparation of microbiocidal oxadiazole derivatives suitable for use, for example, as active ingredients, which have microbiocidal activity, in particular fungicidal activity. Claim 1: A process for the preparation of a compound of formula (1) in which A is a compound of formula (4) or (5) in which each of the compounds of formula (4) and (5) is optionally substituted with 1 or 2 substituents independently selected from halogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, and C₁₋₄ haloalkoxy; n is 0, 1 or 2; R¹ and R² are independently selected from hydrogen, halogen, cyano, hydroxyl, C₁₋₄ alkyl, C₁₋₄ alkoxy, and C₁₋₄ haloalkyl; or R¹ and R², together with the carbon atom to which they are attached, form a cyclopropyl ring; Z is Z¹ or Z²; Z¹ is hydrogen, halogen, cyano, -OH, or -SH; Z² is C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄, -COOH, -C (= W) -X, -NR³R⁴, -NR³-C (= W) - X, -S (= O) ₂-R⁵ or -NR³-S (= O) ₂-R⁵; or Z² is C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₂ alkyl, heterocyclyl, heterocyclyl-C₁₋₂ alkyl, phenyl, phenylalkyl C₁₋₂, heteroaryl, heteroaryl-C₁₋₂ alkyl or heterodyryl, wherein the remainder Heterocyclyl is a 4 to 7 membered non-aromatic ring comprising 1, 2 or 3 heteroatoms or groups individually selected from O, S, N, NR⁶, C (= O) and S (= O) ₂, and the heteroaryl moiety is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, 3, or 4 heteroatoms individually selected from N, O, and S; wherein any of said cycloalkyl, heterocyclyl, phenyl, heteroaryl or heterodyryl is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R⁷; W is O or S; X is halogen, -NR³R⁴, R⁵, -NR³- [CR⁸R⁹] ₘ-CR¹⁰ (= NR⁵), -C (= O) -NR³R⁴, -C (= O) -R⁵, -C (= N-C₁₋-alkoxy ₄) -R⁵ or -OR¹¹; R³ and R⁴ are independently selected from hydrogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ hydroxyalkyl, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy, C₁₋₂ haloalkoxy-alkyl C₁₋₄, C₂₋₄ alkenyl, C₂₋₆ alkynyl, C₃₋₄ alkenyloxy, C₃₋₄ alkynyloxy, C₁₋₄ alkylcarbonyloxy, C₁₋₄ N-alkylamino and N, N-di (C₁₋₄ alkyl) amino; or R³ and R⁴ are independently selected from C₃₋₈ cycloalkyl, C₁₋₄ cycloalkyl; -C₁₋₂ alkyl, heterocyclyl, C₁₋₂ heterocyclylalkyl, phenyl, C₁₋₂ phenylalkyl, heteroaryl and C₁₋₂ heteroarylalkyl, wherein the remainder Heterocyclyl is a 4- to 6-membered non-aromatic ring comprising 1, 2, or 3 heteroatoms or groups individually selected from O, S, N, NR⁶, C (= O) and S (= O) ₂, and the heteroaryl moiety is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, 3, or 4 heteroatoms individually selected from N, O, and S; wherein any of said cycloalkyl, heterocyclyl, phenyl or heteroaryl is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R⁷; or R³ and X, together with the nitrogen atom to which R³ is attached, and together with the group -C (= W), form a heterocyclyl, C₁₋₆ heterocyclylalkyl, heteroaryl, C₁₋₂ heteroarylalkyl or heterodyaryl, in which the heterocyclyl moiety is a 4 to 7 membered non-aromatic ring comprising 1, 2 or 3 heteroatoms or groups individually selected from O, S, N, NR⁶, C (= O) and S (= O) ₂, and the remainder heteroaryl is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, 3, or 4 heteroatoms individually selected from N, O, and S; wherein any of said heterocyclyl, heteroaryl or heterodyryl is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R⁷; R⁵ is C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ hydroxyalkyl, C₁₋₄ cyanoalkyl, C₂₋₄ alkenyl, C₂₋₆ alkynyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, or C₁₋₄ alkoxy-C₁ alkyl ₋₄, or C₁₋₂-haloalkoxy-C₁₋₄ alkyl; or R⁵ is C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₂ alkyl, heterocyclyl, C₁₋₆ heterocyclylalkyl, phenyl, C₁₋₂ phenylalkyl, heteroaryl, C₁₋₂ heteroarylalkyl or heterodyaryl, wherein the heterocyclyl moiety is a ring 4 to 6 membered non-aromatic comprising 1, 2 or 3 heteroatoms or groups individually selected from O, S, N, NR⁶, C (= O) and S (= O) ₂, and the heteroaryl moiety is a monocyclic aromatic ring 5- or 6-membered comprising 1, 2, 3, or 4 heteroatoms individually selected from N, O, and S; wherein any of said cycloalkyl, heterocyclyl, phenyl, heteroaryl or heterodyryl is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R⁷; R⁶ is hydrogen, C₁₋₄ alkyl, C₁₋₄ alkoxy, formyl, (C₁₋₄ alkyl) carbonyl, (C₁₋₄ alkoxy) carbonyl, N- (C₁₋₄ alkyl) aminocarbonyl, N, N-di (C₁ alkyl) *) Aminocarbonyl, (C₁₋₄ alkyl) sulfonyl, N- (C₁₋₄ alkyl) aminosulfonyl or N, N-di (C₁₋₄ alkyl) aminosulfonyl; R⁷ is hydrogen, cyano, hydroxyl, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₆ alkynyl, C₁₋₄ haloalkyl, C₂₋₄ haloalkenyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₃₋₄ alkenyloxy, C₃ alkynyloxy ₋₄, N-C₁₋₄ alkylamino, N, N-di (C₁₋₄ alkyl) amino, C₁₋₄ alkylcarbonyl, C₁₋₄ alkoxycarbonyl, aminocarbonyl, (C₁₋₄ alkyl) carbonylamino-C₁₋₄ alkyl, N- C₁₋₄, N, N-dialkylaminocarbonyl C₁₋₄, C₁₋₄ alkoxycarbonylamino, N-C₁₋₄-alkoxyaminocarbonyl, N-C₁₋₄-alkyl-N-alkoxy C₁₋₄-aminocarbonyl, C₃₋₈-cycloalkylaminocarbonyl, N-C₃₋-cycloalkyl ₈-C₁₋₂ alkylaminocarbonyl, N-C₁₋₄ alkoxy-C₁₋₄ alkylaminocarbonyl, N-C₁₋₄ alkoxy-C₁₋₄ alkylimino, C₁₋₄ alkylsulfinyl or C₁₋₄ alkylsulfanyl; m is 0, 1 or 2; R⁸ and R⁹ are independently selected from hydrogen, halogen, cyano, C₁₋₄ alkyl, and C₁₋₄ haloalkyl; or R⁸ and R⁹, together with the carbon atom to which they are attached, form a cyclopropyl ring; R¹⁰ is hydrogen, C₁₋₆ alkyl, C₂₋₄ alkenyl, C₂₋₆ alkynyl, C₁₋₄ haloalkyl, C₃₋₈ cycloalkyl, or phenyl; R¹¹ is C₁₋₈ alkyl, C₁₋₄ haloalkyl, C₁₋₆ hydroxyalkyl, C₁₋₄ alkoxy-C₁₋₆ alkyl, C₁₋₂ haloalkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₆ alkynyl, or C₁₋ alkylcarbonyloxy ₄-C₁₋₄ alkyl; said process comprising the step of reacting a compound of formula (2) in which A, n, R¹, R² and Z are as defined for the compound of formula (1), with a compound of formula (3) in where R¹² is C₁₋₄ alkyl. |
| priorityDate | 2019-04-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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