公开(公告)号：US20210340113A1

公开(公告)日：2021-11-04

申请号：US17284199

申请日：2019-10-18

Applicant: BASF SE

Inventor： Karsten Koerber ,  Nikolas Huwyler ,  Arun Narine ,  Martin John McLaughlin ,  Kailaskumar Borate

IPC: C07D261/04 ,  C07D491/107

Abstract: The present invention relates to a process for preparing benzylic amides of formula (I) wherein the variables are as defined in the specification, and the shown enantiomer has at least 50% ee; by condensation of a ketone o formula (II) with an acetyl compound of formula (III) in the presence of a catalyst of formula (IV) wherein the variables are as defined in the specification.

公开(公告)号：US09783523B2

公开(公告)日：2017-10-10

申请号：US15038272

申请日：2014-11-21

Applicant: BASF SE

Inventor： Nina Gertrud Bandur ,  Jochen Dietz ,  Matthias Pohlman ,  Martin John McLaughlin ,  Birgit Gockel ,  Karsten Körber ,  Wolfgang Von Deyn

IPC: C07D401/14 ,  C07D405/14 ,  C07D401/06 ,  C07D405/06 ,  C07D417/06 ,  C07D417/14 ,  C07D419/14 ,  A01N43/40 ,  A01N43/54 ,  A01N43/60 ,  A01N43/78 ,  A01N43/80 ,  A01N43/84 ,  A01N47/10 ,  C07D409/14 ,  C07D413/14

CPC classification number: C07D401/06 ,  A01N43/40 ,  A01N43/54 ,  A01N43/60 ,  A01N43/78 ,  A01N43/80 ,  A01N43/84 ,  A01N47/10 ,  C07D401/14 ,  C07D405/06 ,  C07D405/14 ,  C07D409/14 ,  C07D413/14 ,  C07D417/06 ,  C07D417/14 ,  C07D419/14

Abstract: The present invention relates to N-acylimino compound of formula (I): wherein X is O or S, in particular O; Y is a single bond, O, S or NR5; Het is a 5 or 6 membered carbon-bound or nitrogen-bound heterocyclic ring, W1-W2-W3-W4 represents a carbon chain group connected to N and C═N, and thus forming a saturated, unsaturated, or partially unsaturated 5 or 6 membered nitrogen containing heterocycle, wherein W1, W2, W3 and W4 each individually represent CRvRw; R1, R2 may be hydrogen, halogen, etc.; R3 may be hydrogen, CN, C1-C6-alkyl, etc.; R4 may be of hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C8-cycloalkyl, Q-phenyl, Q′-O-phenyl, Q′-S-phenyl, where the phenyl ring is optionally substituted with one or more, e.g. 1, 2, 3, 4 or 5 identical or different substituents R10, and the moieties Q-Het#, Q′-O-Het# and Q′-S-Het# where Het# represents a heterocyclic radical and where Q and Q′ are C1-C6-alkandiyl, C2-C6-alkendiyl, or C2-C6-alkyndiyl, and where Q may also be a single bond; R3 and R4 together may also may also a bivalent radical, selected from the group consisting of C2-C5-alkandiyl, C2-C5-alkendiyl, Q″-C1-C4-alkandiyl and Q″-C2-C4-alkendiyl, where Q″ is O or S. The invention also relates to the use of the N-acylimino heterocyclic compounds, their stereoisomers, their tautomers and their salts, for combating invertebrate pests. Furthermore the invention relates also to methods of combating invertebrate pests, which comprises applying such compounds.

公开(公告)号：US20240262816A1

公开(公告)日：2024-08-08

申请号：US18282874

申请日：2022-03-25

Applicant: BASF SE

Inventor： Martin John McLaughlin ,  Christopher Koradin ,  Rahul Kaduskar ,  Harish Shinde ,  Roland Goetz

IPC: C07D417/12 ,  B01J31/18

CPC classification number: C07D417/12 ,  B01J31/189

Abstract: The present invention relates to a method for preparing an enantiomerically enriched form of 2-[2-(2-chlorothiazol-5-yl)-2-hydroxy-ethyl]sulfanyl-6-hydroxy-3-methyl-5-phenyl-pyrimidin-4-one of the formula (I) by hydrogenation of 2-[2-(2-chlorothia-201-5-yl)-2-oxo-ethyl]sulfanyl-6-hydroxy-3-methyl-5-phenyl-pyrimidin-4-one (1) in the presence of a chiral transition metal catalyst.

公开(公告)号：US20240116916A1

公开(公告)日：2024-04-11

申请号：US18272913

申请日：2022-01-21

Applicant: BASF SE

Inventor： Martin John McLaughlin ,  Christopher Koradin ,  Rahul Kaduskar ,  Harish Shinde ,  Roland Gotez ,  Guillaume Michel Jacques Garivet

IPC: C07D417/12 ,  B01J31/18

CPC classification number: C07D417/12 ,  B01J31/1805 ,  C07B2200/07

Abstract: The present invention relates to a method for preparing 2-[2-(2-chlorothiazol-5-yl)-2- hydroxy-ethyl]sulfanyl-6-hydroxy-3-methyl-5-phenyl-pyrimidin-4-one or a tautomer thereof or enantiomerically enriched forms thereof, to 2-[2-(2-chlorothiazol-5-yl)-2-hydroxy-ethyl]sulfanyl-6-hydroxy-3-methyl-5-phenyl-pyrimidin-4-one or a tautomer thereof or enantiomerically enriched forms thereof, and to the use thereof as intermediate in the preparation of 2,3-dihydrothiazolo[3,2-a]pyrimidinium compounds, specifically of 3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo [3,2-a]pyrimidin-4-ium-5-olate and enantiomerically enriched forms thereof.

公开(公告)号：US20240051929A1

公开(公告)日：2024-02-15

申请号：US17641989

申请日：2020-09-28

Applicant: BASF SE

Inventor： Harish Shinde ,  Rahul Kaduskar ,  Christopher Koradin ,  Martin John McLaughlin ,  Roland Goetz ,  Sunil Khamkar

IPC: C07D277/32

CPC classification number: C07D277/32

Abstract: The present invention relates to a process for the preparation 2-chloro-1-(2-chlorothiazol-5-yl)ethanone.

公开(公告)号：US20230416273A1

公开(公告)日：2023-12-28

申请号：US18272884

申请日：2022-01-21

Applicant: BASF SE

Inventor： Christopher Koradin ,  Martin John McLaughlin ,  Harish Shinde ,  Rahul Kaduskar ,  Ronald Goetz ,  Guillaaume Michel Jaques Garivet

IPC: C07D513/04

CPC classification number: C07D513/04

Abstract: The present invention relates to a method for preparing an enantiomerically enriched form of 3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-4-ium-5-olate.

公开(公告)号：US11142514B2

公开(公告)日：2021-10-12

申请号：US15764414

申请日：2016-09-29

Applicant: BASF SE

Inventor： Martin John McLaughlin ,  Karsten Koerber ,  Birgit Gockel ,  Wolfgang von Deyn

IPC: C07D401/06 ,  A01N43/54 ,  C07D417/06 ,  A01N25/02 ,  A01N25/08 ,  A01N61/00

Abstract: Provided herein are imino compounds of formula I and stereoisomers, tautomers and salts thereof. Further provided herein are agricultural and veterinary compositions including the compounds. Also provided herein are methods related to the use of these compounds, and the stereoisomers, tautomers and/or salts thereof, for combating invertebrate pests. Further provided herein are methods for combating invertebrate pests, wherein the methods include applying such compounds, steroisomers, tautomers, and salts.

公开(公告)号：US10757938B2

公开(公告)日：2020-09-01

申请号：US16245471

申请日：2019-01-11

Applicant: BASF SE

Inventor： Martin John McLaughlin ,  Nina Gertrud Bandur ,  Matthias Pohlman ,  Jochen Dietz ,  Wolfgang Von Deyn

IPC: A01N43/40 ,  C07D405/14 ,  C07D401/06 ,  C07D405/06 ,  C07D417/06 ,  A01N43/54 ,  A01N43/78 ,  A01N53/00 ,  C07D401/14 ,  C07D417/14

Abstract: The present invention relates to N-acylimino compound of formula (I): wherein X is O or S, in particular O; m is an integer selected from 0, 1, 2, 3, 4, 5 or 6; Het is a 5 or 6 membered carbon-bound or nitrogen-bound heterocyclic ring, W1-W2-W3-W4 represents a carbon chain group connected to N and C═N, and thus forming a saturated, unsaturated, or partially unsaturated 5 or 6 membered nitrogen containing heterocycle, wherein W1, W2, W3 and W4 each individually represent CRvRw, R1, R2 may be hydrogen, halogen, etc. R3 may be hydrogen, halogen, CN, C1-C6-alkyl, etc. R4a, R4b if present, may be hydrogen, halogen, C1-C6-alkyl, etc. R5 may be hydrogen, halogen, C1-C6-alkyl, C1-C6-alkenyl, C1-C6-alkinyl, C3-C8-cycloalkyl, S(O)nNR9aR9b, NR9aR9b, C(═O)OR8, C(═O)NR9aR9b, C(═S)NR9aR9b, C(═O)R7a, C(═S)R7a, NR9a—C(═O)R7a, NR9a—C(═S)R7a, NR9a—S(O)nR8a, a moitey Q-phenyl, where the phenyl ring is optionally substituted with one or more, e.g. 1, 2, 3, 4 or 5 identical or different substituents R10, or a moiety Q-Het#, or R3 and R5 together may also form with the carbon atom they are bound to, a 3, 4, 5 or 6 membered saturated partially unsaturated carbocycle or heterocycle. The invention also relates to the use of the N-acylimino heterocyclic compounds, their stereoisomers, their tautomers and their salts, for combating invertebrate pests. Furthermore the invention relates also to methods of combating invertebrate pests, which comprises applying such compounds.