US 12,256,738 B2
Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
Ronald J. Heemstra, Fishers, IN (US); Ronald Ross, Jr., Mt. Dora, FL (US); Kyle A. DeKorver, Grandville, MI (US); Kaitlyn Gray, Indianapolis, IN (US); Daniel I. Knueppel, Zionsville, IN (US); Peter Vednor, Novi, MI (US); Timothy P. Martin, Noblesville, IN (US); Joseph D. Eckelbarger, Carmel, IN (US); John F. Daeuble, Sr., Carmel, IN (US); Ricky Hunter, Westfield, IN (US); David A. Demeter, Fishers, IN (US); Tony K. Trullinger, Westfield, IN (US); Erich W. Baum, South Hamilton, MA (US); Zoltan L. Benko, Indianapolis, IN (US); Nakyen Choy, Carmel, IN (US); Gary D. Crouse, Noblesville, IN (US); Fangzheng Li, Carmel, IN (US); Jeffrey Nissen, Indianapolis, IN (US); Monica B. Olson, Indianapolis, IN (US); Michelle Riener, Waltham, MA (US); Thomas C. Sparks, Greenfield, IN (US); Frank J. Wessels, Indianapolis, IN (US); and Maurice C. Yap, Zionsville, IN (US)
Assigned to CORTEVA AGRISCIENCE LLC, Indianapolis, IN (US)
Filed by CORTEVA AGRISCIENCE LLC, Indianapolis, IN (US)
Filed on Feb. 9, 2023, as Appl. No. 18/166,601.
Application 15/679,415 is a division of application No. 15/092,650, filed on Apr. 7, 2016, granted, now 9,781,935.
Application 18/166,601 is a continuation of application No. 16/794,955, filed on Feb. 19, 2020, granted, now 11,632,957.
Application 16/794,955 is a continuation of application No. 16/203,690, filed on Nov. 29, 2018, abandoned.
Application 16/203,690 is a continuation of application No. 15/679,415, filed on Aug. 17, 2017, granted, now 10,219,516.
Claims priority of provisional application 62/148,809, filed on Apr. 17, 2015.
Claims priority of provisional application 62/148,814, filed on Apr. 17, 2015.
Claims priority of provisional application 62/148,837, filed on Apr. 17, 2015.
Claims priority of provisional application 62/148,830, filed on Apr. 17, 2015.
Claims priority of provisional application 62/148,818, filed on Apr. 17, 2015.
Claims priority of provisional application 62/148,824, filed on Apr. 17, 2015.
Prior Publication US 2023/0180761 A1, Jun. 15, 2023
Int. Cl. A01N 53/00 (2006.01); A01N 37/22 (2006.01); A01N 37/34 (2006.01); A01N 41/10 (2006.01); A01N 43/40 (2006.01); A01N 43/60 (2006.01); A01N 43/653 (2006.01); A01N 43/707 (2006.01); A01N 43/82 (2006.01); A01N 43/90 (2006.01); C07C 233/63 (2006.01); C07C 233/65 (2006.01); C07C 237/22 (2006.01); C07C 237/42 (2006.01); C07C 255/29 (2006.01); C07C 255/46 (2006.01); C07C 255/57 (2006.01); C07C 255/60 (2006.01); C07C 259/10 (2006.01); C07C 271/28 (2006.01); C07C 271/66 (2006.01); C07C 311/08 (2006.01); C07C 311/46 (2006.01); C07C 317/14 (2006.01); C07C 317/28 (2006.01); C07C 317/40 (2006.01); C07C 317/50 (2006.01); C07C 323/41 (2006.01); C07C 323/42 (2006.01); C07C 323/59 (2006.01); C07C 331/12 (2006.01); C07C 381/10 (2006.01); C07D 205/04 (2006.01); C07D 207/10 (2006.01); C07D 207/273 (2006.01); C07D 207/452 (2006.01); C07D 209/49 (2006.01); C07D 213/56 (2006.01); C07D 213/75 (2006.01); C07D 213/81 (2006.01); C07D 213/84 (2006.01); C07D 213/89 (2006.01); C07D 215/227 (2006.01); C07D 215/38 (2006.01); C07D 231/12 (2006.01); C07D 231/56 (2006.01); C07D 233/36 (2006.01); C07D 233/80 (2006.01); C07D 235/30 (2006.01); C07D 241/20 (2006.01); C07D 249/08 (2006.01); C07D 253/07 (2006.01); C07D 261/12 (2006.01); C07D 263/26 (2006.01); C07D 277/30 (2006.01); C07D 277/36 (2006.01); C07D 285/06 (2006.01); C07D 295/32 (2006.01); C07D 305/08 (2006.01); C07D 307/33 (2006.01); C07D 307/52 (2006.01); C07D 309/14 (2006.01); C07D 331/04 (2006.01); C07D 333/36 (2006.01); C07D 333/48 (2006.01); C07D 333/60 (2006.01); C07D 487/04 (2006.01)
CPC A01N 53/00 (2013.01) [A01N 37/22 (2013.01); A01N 37/34 (2013.01); A01N 41/10 (2013.01); A01N 43/40 (2013.01); A01N 43/60 (2013.01); A01N 43/653 (2013.01); A01N 43/707 (2013.01); A01N 43/82 (2013.01); A01N 43/90 (2013.01); C07C 233/63 (2013.01); C07C 233/65 (2013.01); C07C 237/22 (2013.01); C07C 237/42 (2013.01); C07C 255/29 (2013.01); C07C 255/46 (2013.01); C07C 255/57 (2013.01); C07C 255/60 (2013.01); C07C 259/10 (2013.01); C07C 271/28 (2013.01); C07C 271/66 (2013.01); C07C 311/08 (2013.01); C07C 311/46 (2013.01); C07C 317/14 (2013.01); C07C 317/28 (2013.01); C07C 317/40 (2013.01); C07C 317/50 (2013.01); C07C 323/41 (2013.01); C07C 323/42 (2013.01); C07C 323/59 (2013.01); C07C 331/12 (2013.01); C07C 381/10 (2013.01); C07D 205/04 (2013.01); C07D 207/10 (2013.01); C07D 207/273 (2013.01); C07D 207/452 (2013.01); C07D 209/49 (2013.01); C07D 213/56 (2013.01); C07D 213/75 (2013.01); C07D 213/81 (2013.01); C07D 213/84 (2013.01); C07D 213/89 (2013.01); C07D 215/227 (2013.01); C07D 215/38 (2013.01); C07D 231/12 (2013.01); C07D 231/56 (2013.01); C07D 233/36 (2013.01); C07D 233/80 (2013.01); C07D 235/30 (2013.01); C07D 241/20 (2013.01); C07D 249/08 (2013.01); C07D 253/07 (2013.01); C07D 261/12 (2013.01); C07D 263/26 (2013.01); C07D 277/30 (2013.01); C07D 277/36 (2013.01); C07D 285/06 (2013.01); C07D 295/32 (2013.01); C07D 305/08 (2013.01); C07D 307/33 (2013.01); C07D 307/52 (2013.01); C07D 309/14 (2013.01); C07D 331/04 (2013.01); C07D 333/36 (2013.01); C07D 333/48 (2013.01); C07D 333/60 (2013.01); C07D 487/04 (2013.01); C07C 2601/02 (2017.05); C07C 2601/04 (2017.05); C07C 2601/08 (2017.05); C07C 2601/14 (2017.05)] 1 Claim
 
1. A process comprising

OG Complex Work Unit Chemistry
reacting 13-2 with a carbene source comprising a bromoform or a chloroform, in the presence of an inorganic base, and (−)-N-dodecyl-N-methylephedrinium bromide as a phase-transfer catalyst, at a temperature from about ambient temperature up to below the boiling point of the haloform, to form molecule 13-3 wherein
(A) R1 is selected from the group consisting of H, F, or Cl;
(B) R2 is selected from the group consisting of H, F, Cl, Br, (C1-C6)alkyl, and (C1-C6)haloalkyl;
(C) R3 is selected from the group consisting of H, F, Cl, Br, (C1-C6)alkyl, (C1-C6)haloalkyl, and (C1-C6)haloalkoxy;
(D) R4 is selected from the group consisting of H, F, Cl, Br, (C1-C6)alkyl, and (C1-C6)haloalkyl;
(E) R5 is selected from the group consisting of H, F, and Cl;
(F) R6 is H;
(G) R7 is selected from the group consisting of Cl and Br;
(H) R8 is selected from the group consisting of Cl and Br;
(I) R9 is H;
and Ra is a (C1-C6)alkyl.