Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Pesticidal compositions and processes related thereto

Inactive Publication Date: 2012-12-27
DOW AGROSCIENCES LLC
View PDF4 Cites 83 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Pests cause millions of human deaths around the world each year.
Furthermore, there are more than ten thousand species of pests that cause losses in agriculture.
Termites cause damage to all kinds of private and public structures.
The world-wide termite damage losses amount to billions of U.S. dollars each year.
The world-wide stored food losses amount to billions of U.S. dollars each year, but more importantly, deprive people of needed food.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Pesticidal compositions and processes related thereto
  • Pesticidal compositions and processes related thereto
  • Pesticidal compositions and processes related thereto

Examples

Experimental program
Comparison scheme
Effect test

example 1

Preparation of 1-(1-bromo-2,2,2-trifluoroethyl)-3,5-dichlorobenzene (AI1)

[0197]

Step 1 Method A. 1-(3,5-Dichlorophenyl)-2,2,2-trifluoroethanol (AI2)

[0198]To a stirred solution of 1-(3,5-dichlorophenyl)-2,2,2-trifluoroethanone (procured from Rieke Metals, UK; 5.0 grams (g), 20.5 millimoles (mmol)) in methyl alcohol (CH3OH; 100 milliliters (mL)) at 0° C. were added sodium borohydride (NaBH4; 3.33 g, 92.5 mL) and 1 Normal (N) aqueous sodium hydroxide solution (NaOH; 10 mL). The reaction mixture was warmed to 25° C. and stirred for 2 hours (h). After the reaction was deemed complete by thin layer chromatography (TLC), saturated (satd) aqueous (aq) ammonium chloride (NH4Cl) solution was added to the reaction mixture, and the mixture was concentrated under reduced pressure. The residue was diluted with diethyl ether (Et2O) and washed with water (H2O; 3×50 mL). The organic layer was dried over sodium sulfate (Na2SO4) and concentrated under reduced pressure to afford the title compound as a ...

example 2

Preparation of N-methyl-4-vinylbenzamide (AI9)

[0215]

Step 1. 4-Vinylbenzoyl chloride (AI10)

[0216]To a stirred solution of 4-vinylbenzoic acid (1 g, 6.75 mmol) in CH2Cl2 (20 mL) at 0° C. were added a catalytic amount of N,N-dimethylformamide (DMF) and oxalyl chloride (1.27 g, 10.12 mmol) dropwise over a period of 15 minutes (min). The reaction mixture was stirred at 25° C. for 6 h. After the reaction was deemed complete by TLC, the reaction mixture was concentrated under reduced pressure to give the crude acid chloride.

Step 2. N-Methyl-4-vinylbenzamide (AI9)

[0217]To 1 M N-methylamine in THF (13.5 mL, 13.5 mmol) at 0° C. were added triethylamine (Et3N, 1.34 mL, 10.12 mmol) and the acid chloride from Step 1 above in THF (10 mL), and the reaction mixture was stirred at 25° C. for 3 h. After the reaction was deemed complete by TLC, the reaction mixture was quenched with water and then was extracted with EtOAc (3×). The combined EtOAc layer was washed with brine and dried over Na2SO4 and c...

example 3

Preparation of ethyl 2-methyl-4-vinylbenzoate (AI14)

[0225]

Step 1. 4-Formyl-2-methylbenzoic acid (AI15)

[0226]To a stirred solution of 4-bromo-2-methylbenzoic acid (10 g, 46.4 mmol) in dry THF (360 mL) at −78° C. was added n-butyllithium (n-BuLi, 1.6 M solution in hexane; 58.17 mL, 93.0 mmol) and DMF (8 mL). The reaction mixture was stirred at −78° C. for 1 h then was warmed to 25° C. and stirred for 1 h. The reaction mixture was quenched with 1 N HCl solution and extracted with EtOAc. The combined EtOAc extracts were washed with brine and dried over Na2SO4 and concentrated under reduced pressure. The residue was washed with n-hexane to afford the title compound as a solid (3.0 g, 40%): mp 196-198° C.; 1H NMR (400 MHz, DMSO-d6) δ 13.32 (br s, 1H), 10.05 (s, 1H), 7.98 (m, 1H), 7.84 (m, 2H), 2.61 (s, 3H); ESIMS m / z 163.00 ([M+H]−).

Step 2. Ethyl 4-formyl-2-methylbenzoate (AI16)

[0227]To a stirred solution of 4-formyl-2-methylbenzoic acid (3 g, 18.2 mmol) in ethyl alcohol (EtOH; 30 mL) was...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Angleaaaaaaaaaa
Diameteraaaaaaaaaa
Diameteraaaaaaaaaa
Login to View More

Abstract

This document discloses molecules having the following formula (“Formula One”):and processes associated therewith.

Description

CROSS REFERENCES TO RELATED APPLICATIONS[0001]This Application claims priority from U.S. provisional application 61 / 500,685 filed on Jun. 24, 2011 the entire content of this provisional application is hereby incorporated by reference into this Application. This Application also claims priority from U.S. provisional application 61 / 540,056 filed on Sep. 28, 2011 the entire content of this provisional application is also hereby incorporated by reference into this Application. This Application also claims priority from U.S. provisional application 61 / 601,077 filed on Feb. 21, 2012 the entire content of this provisional application is also hereby incorporated by reference into this Application. This Application also claims priority from U.S. provisional application 61 / 645,267 filed on May 10, 2012 the entire content of this provisional application is also hereby incorporated by reference into this Application.FIELD OF THE DISCLOSURE[0002]The invention disclosed in this document is relate...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): A01N37/46A01N37/10A01C1/06A01N25/34C07C233/66A01N37/18C07D239/26A01N43/54C07D331/04A01N43/20C07D271/10A01N43/824C07D211/58A01N43/40C07D405/04C07D237/32A01N43/58C07D209/48A01N43/38C07D249/08A01N43/653C07D295/00A01N43/84A01N25/32A01N55/06A01N53/08A01N59/14A01N59/20A01N59/26A01P3/00A01P21/00A01P7/04A01P1/00A01P5/00A01P11/00C07C69/78B82Y5/00
CPCA01N33/04A01N33/24A01N35/06A01N35/10A01N37/10A01N37/18A01N37/20A01N37/28A01N37/30A01N37/32A01N37/34A01N37/40A01N37/46A01N41/10A01N43/20A01N43/38A01N43/40A01N43/54A01N43/58A01N43/653A01N43/82A01N47/12A01N47/28A01N47/32C07C49/697C07C63/74C07C69/78C07C69/92C07C211/29C07C211/42C07C233/13C07C233/14C07C233/56C07C233/66C07C233/83C07C237/22C07C239/20C07C243/36C07C251/44C07C255/57C07C259/08C07C271/14C07C275/24C07C317/44C07C327/42C07C327/48C07C335/12C07C335/14C07D209/08C07D209/48C07D211/58C07D213/40C07D213/61C07D213/74C07D237/32C07D239/26C07D249/08C07D271/10C07D331/04C07D401/06C07D405/04C07C2602/08C07C2602/10C07C259/06C07C271/46C07C233/59C07C233/65C07C243/28C07C243/38C07D309/14C07D277/32C07D277/64C07D295/192C07D307/14C07D307/52A01N37/36A01N43/08A01N43/16A01N43/36A01N43/60A01N43/78A01N43/84A01N47/18A01N47/36A01N47/38C07C2601/02C07D207/27C07D213/56C07D213/64C07D213/75C07D233/64C07D241/12C07D249/10C07D249/14C07D295/073C07D295/096C07D295/155A01N43/50A01N43/80C07C235/80C07C237/06C07C243/34C07C323/59
Inventor HUNTER, JAMES E.LO, WILLIAM C.WATSON, GERALD B.PATNY, AKSHAYGUSTAFSON, GARY D.PERNICH, DANBREWSTER, WILLIAM K.CAMPER, DEBRA L.LORSBACH, BETHLOSO, MICHAEL R.SPARKS, THOMAS C.JOSHI, HEMANTMANDALESWARAN, ADIRAJSANAM, RAMADEVIGUNDLA, RAMBABUIYER, PRAVIN S.
Owner DOW AGROSCIENCES LLC
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com