Unlock instant, AI-driven research and patent intelligence for your innovation.

Preparation and application of pyrazole compound containing benzotriazole unit

A technology of benzotriazole and compound, which is applied in the field of preparation of pyrazole compound, can solve problems such as cross-resistance, and achieve excellent control effects

Active Publication Date: 2019-10-25
NANTONG NTEC MONOFILAMENT TECH CO LTD
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the continuous expansion of the scale of pesticide use and the gradual increase in the use time, pests gradually began to develop resistance to traditional pesticides, and even cross-resistance

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
  • Preparation and application of pyrazole compound containing benzotriazole unit
  • Preparation and application of pyrazole compound containing benzotriazole unit
  • Preparation and application of pyrazole compound containing benzotriazole unit

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032]

[0033] 5 mmol of compound IIa was dissolved in 25 mL of acetone, then 13 mmol of sodium carbonate was added, and 6 mmol of intermediate III was added to it at room temperature. After the addition was completed, the reaction was heated under reflux for 15 hours. Through suction filtration and concentration, the crude product is separated by silica gel column chromatography to obtain the target compound Ia; 1 H NMR (400MHz, CDCl 3 ):δ8.16(d,J=8.4Hz,1H,Ar-H),7.85(s,1H,CH=N),7.75(d,J=8.4Hz,3H,Ar-H),7.43~7.58 (m,4H,Ar-H),6.84~7.02(m,4H,Ar-H),5.09(s,2H,CH 2 ),3.61(s,3H,CH 3 ),2.37(s,3H,CH 3 ).

Embodiment 2

[0035]

[0036] 3 mmol of compound IIb was dissolved in 25 mL of tetrahydrofuran, then 30 mmol of pyridine was added, and 3 mmol of intermediate III was added thereto at room temperature. After the addition was completed, stirring was continued at room temperature for 13 hours. Through suction filtration and concentration, the crude product is separated by silica gel column chromatography to obtain target Ib; 1 H NMR (400MHz, CDCl 3 ):δ8.16(d,J=8.0Hz,1H,Ar-H),7.85(s,1H,CH=N),7.75(d,J=8.0Hz,3H,Ar-H),7.49~7.58 (m,3H,Ar-H),7.40~7.47(m,3H,Ar-H),6.78(d,J=8.8Hz,2H,Ar-H),5.08(s,2H,CH 2 ),3.61(s,3H,CH 3 ),2.37(s,3H,CH 3 ).

Embodiment 3

[0038]

[0039] 4 mmol of compound IIc was dissolved in 30 mL of DMF, and 8 mmol of intermediate III and 8 mmol of cesium carbonate were added to it at room temperature. Through suction filtration and concentration, the crude product is separated by silica gel column chromatography to obtain target Ic; 1 H NMR (400MHz, CDCl 3 ):δ8.15(d,J=8.0Hz,1H,Ar-H),7.85(s,1H,CH=N),7.72~7.75(m,3H,Ar-H),7.42~7.58(m, 4H, Ar-H), 7.10(d, J=8.4Hz, 2H, Ar-H), 6.79(d, J=8.8Hz, 2H, Ar-H), 5.11(s, 2H, CH 2 ),3.60(s,3H,CH 3 ),2.38(s,3H,CH 3 ),2.29(s,3H,CH 3 ).

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

No PUM Login to View More

Abstract

The invention relates to preparation and application of a pyrazole compound (I) containing a benzotriazole unit. The pyrazole compound is obtained by reacting of a pyrazole intermediate (II) and 1-(4-chloromethylphenyl)benzotriazole (III). The pyrazole compound containing the benzotriazole unit has effective prevention and treatments effect on harmful insects and is used for preparing insecticidesin the fields of agriculture, horticulture and the like.

Description

technical field [0001] The invention relates to the field of chemical pesticides, in particular to the preparation and application of a pyrazole compound containing a benzotriazole unit. Background technique [0002] The prevention and control of insect pests is the core content of the field of pesticide scientific research. The widespread use of various types of pesticides has kept the infestation under control. However, with the continuous expansion of the scale of pesticide use and the gradual increase of the use time, pests gradually began to develop resistance to traditional pesticides, and even cross-resistance. In addition, with the continuous emergence of new pests, the continuous research and development of new pesticides has become an inevitable choice. [0003] Pyrazole compounds contain a class of important nitrogen-containing heterocycles. Pyrazole derivatives have excellent insecticidal and acaricidal activities and are widely used in agricultural production....

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): C07D403/12A01N43/647A01P7/04A01P7/02
CPCA01N43/647C07D403/12
Inventor 戴红王杨荀校叶浩杨冰张海军张奎邢寒磊魏中昊王雨阳
Owner NANTONG NTEC MONOFILAMENT TECH CO LTD