CAS number：138261-41-3
molecular formula：C9H10ClN5O2
molecular weight：255.66
EINECS number：428-040-8

English synonyms

bay-ntn33893;confidor200sl;confidorsl;merit(insecticide);provado;(2E)-1-[(6-Chloro-3-pyridinyl)Methyl]-N-nitro-2-iMidazolidiniMine;Couraze;Grubex

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APIs; synthetic intermediates; pesticide raw materials; agricultural insecticidal raw materials; pesticides; agricultural technical drugs-technical drugs; veterinary raw materials; agricultural veterinary raw materials; pesticide raw materials; pesticide residues, veterinary drugs and fertilizers; organochlorine Insecticides; chemical pesticides; other pesticides; pesticides; feed additives; fluorochemicals, halogenated hydrocarbons; food additives; raw materials; pesticide intermediates; chemical pesticides; veterinary drugs; pharmaceutical raw materials; medical raw materials; veterinary drug raw materials Medicine;INSECTICIDE;IPesticides;Nicotinoids;Alpha sort;Alphabetic;Endocrine Disruptors (Draft)Pesticides&Metabolites;EPA;H-MAnalytical Standards;Insecticides;Method Specific;Endocrine Disruptors (Draft)Analytical Standards;Agro-Products;Heterocycles;Agriculture;API; Raw materials;Pesticide-insecticides;Agrochemicals;Other raw materials;Agricultural raw materials;Organic intermediates;Agricultural raw materials;Chemical reagents;Chemical reagents-Pesticide raw materials;Pharmaceutical raw materials;Chemicals;Flavors and fragrances;Chemical raw materials;138261-41- 3; chemical raw materials

Introduction

Imidacloprid, also known as imidacloprid, aphid, aphid, and bidan, is a high-efficiency systemic broad-spectrum insecticide with stomach poisoning and contact killing effects. Pests have better control effect. The drug is a new structure of the compound, the point of action in insects is the insect nicotinic acid acetylcholinesterase receptor, thereby interfering with the motor nervous system of the pest, which is completely different from the traditional insecticide mechanism of action, so there is no cross-resistance . The drug is mainly used for the control of piercing-sucking pests on crops such as rice, wheat and cotton.
Imidacloprid belongs to the nitromethylene family of systemic insecticides. It is the acting body of the nicotinic acid acetylcholinesterase receptor. It is used to control piercing-sucking pests, such as aphids, leafhoppers, planthoppers, thrips, and whiteflies. and its resistant strains. Also effective against Coleoptera, Diptera and Lepidoptera. Inactive against nematodes and red spider mites. Due to its excellent systemic properties, it is particularly suitable for seed treatment and application in granules. In cereal crops, corn, rice, potato, sugar beet and cotton, pests can be controlled at an early stage and can be controlled by foliar spray. Foliar spray has excellent control against black-tailed leafhoppers, planthoppers (brown planthopper, white-backed planthopper), aphids (green peach aphid, cotton aphid) and thrips (greenhouse thrips). It also has control effect on whitefly, rice borer, rice nematode, rice weevil, and is better than buprofezin, etherethrin, pirimicarb and pyrimethamine. When the poisonous soil is treated, when the concentration in the soil is 1.25mg/kg (ppm), it can control the green peach aphid on cabbage and the bean aphid on broad beans for a long time; the granules are treated with 1gAI/kg seedling box, and the rice leafhopper and planthoppers have excellent control effect; with 1gAI/kg seed treatment, it can control bean aphid and cotton aphid for at least 5 weeks.

Colorless crystal, melting point 143.8℃.

●  A new breed of high-efficiency, systemic, and long residual-effective agricultural insecticides has been successfully developed jointly by German Bayer Company and Japan Special Pesticide Company. It is widely used in cotton, vegetables, fruit trees, rice, wheat and other crops to effectively control aphids, Planthoppers, leafhoppers, weevil and other pests. Calibration instruments and apparatus; evaluation methods; working standards; quality assurance/quality control;

●  For the control of piercing-sucking pests

●  Used to kill rice planthoppers, aphids, diploid borers, persimmon yellow leaf rollers, rape aphids, sugarcane cotton aphids and other pests

●  Mainly used to control rice planthopper, citrus leaf miner, etc.

●  Suitable for controlling various pests of rice, cotton, wheat, vegetables, fruit trees, sugarcane, corn, beans, tea, tobacco and other crops

●  3-methylpyridine-N-oxide, triethylamine and benzoyl chloride are refluxed to obtain 2-chloro-5-methylpyridine. 2-Chloro-5-methylpyridine is chlorinated and reacted with imidazolidine to obtain imidacloprid.

●  3-methylpyridine-N-oxide, triethylamine and dichloromethane were added to the reaction kettle, and benzoyl chloride was added dropwise under nitrogen protection. Continue to keep warm for 2 hours after adding. Suction filtration, and the filtrate was desolubilized under reduced pressure to obtain a light brown viscous liquid. Adjust the pH value of this liquid to 6 with 45% NaOH solution under cooling condition, carry out water distillation, and continue to neutralize with alkali solution to keep the pH value around 6 during the distillation process. The oil layer was separated from the distillate, and the oil layer was desolvated under reduced pressure to obtain a colorless to pale yellow oily liquid with a yield of 60.0%. The liquid was 2-chloro-5-methylpyridine and 2,2-chloro-3-methylpyridine. The mixture of pyridines can be obtained by freezing to obtain pure 2-chloro-5-methylpyridine.

●  Add the mixture of 2-chloro-5-methylpyridine and 2-chloro-3-methylpyridine, acetonitrile, initiator, heat up to the reflux temperature, and react with chlorine under ultraviolet light until the conversion rate ≥ 75% , stop the chlorine flow, and evaporate the solvent and unreacted raw materials under reduced pressure to obtain a light brown liquid, which is directly used in the next step without purification.

●  Add imidazolidine, dimethylformamide and an appropriate amount of benzene to the reaction kettle, heat up and reflux for dehydration. After the dehydration was completed, it was cooled, anhydrous potassium carbonate was added, and dimethylformamide was added dropwise at about 90°C. After the dropwise addition, the temperature was kept for 1.5 hours. The solid was removed by filtration, the filtrate was poured into ice water, stirred, filtered, washed with water and recrystallized to obtain imidacloprid as a light brown solid with a yield of 75%.

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