105827-78-9

Basic information

• Product Name: Admire
• Synonyms: 1-((6-chloro-3-pyridinyl)methyl)-n-nitro-4,5-dihydro-1h-imidazol-2-amine;4,5-dihydro-1-((6-chloro-3-pyridinyl)methyl)-n-nitro-1h-imidazol-2-amin;1-(2-CHLORO-PYRIDINYLMETHYL-5-YL)-2-NITROAMINO-IMIDAZOLINE;1-((6-chloro-3-pyridinyl)methyl)-4,5-dihydro-N-nitro-1H-imidazol-2-amine;Admire(Bayer,Miles);Confidor(Bayer);Gaucho(Bayer;Miles)
• CAS NO: 105827-78-9
• Molecular Formula: C₉H₁₀ClN₅O₂
• Molecular Weight: 255.66
• EINECS: 200-835-2
• Product Categories: Pesticide
• Mol File: 105827-78-9.mol
• Article Data: 28

Chemical Properties

• Melting Point: 136-144°C
• Boiling Point: 442.3 °C at 760 mmHg
• Flash Point: 221.3 °C
• Appearance: /
• Density: 1.59 g/cm³
• Vapor Pressure: 5.47E-07mmHg at 25°C
• Refractive Index: 1.713
• Water Solubility: 0.061 g/100mL at 20℃
• CAS DataBase Reference: Admire(CAS DataBase Reference)
• NIST Chemistry Reference: Admire(105827-78-9)
• EPA Substance Registry System: Admire(105827-78-9)

Safety Data

• Hazard Codes: N:Dangerous for the enviro
• Hazardous Substances Data: 105827-78-9(Hazardous Substances Data)

Usage

Uses

Insecticide.

InChI:InChI=1/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-13-3-4-14(9(13)11)15(16)17/h1-2,5,11H,3-4,6H2

Upstream product

• 101990-44-7 N'-((6-chloropyridin-3-yl)methyl)ethane-1,2-diamine 
• 141972-53-4 S,S-dimethyl N-(nitro)imidodithiocarbonate 
• 5465-96-3 2-(nitroimino)imidazolidine 
• 70258-18-3 2-chloro-5-(chloromethyl)pyridine 
• 115970-17-7 Desnitro-imidacloprid 
• 556-88-7 nitroguanidine 
• 107-15-3 ethylenediamine 

Downstream Products

• 117906-15-7 N-methylimidacloprid 
• 1206802-89-2 C₂₇H₂₈ClN₇O₄S 
• 1206802-90-5 C₃₁H₃₆ClN₇O₄S 
• 1206802-93-8 C₂₇H₂₇Cl₂N₇O₄S 
• 1206802-92-7 C₃₁H₃₆ClN₇O₄S 
• 1206802-94-9 C₂₈H₃₀ClN₇O₅S 
• 1206802-95-0 N'-benzoyl-N-tert-butyl-2-chloro-N'-{[3-(6-chloro-3-pyridylmethyl)-2-nitriminoimidazolidin-1-yl]sulfanyl}-benzohydrazide 
• 1206802-96-1 C₂₇H₂₇Cl₂N₇O₄S 
• 1206802-97-2 C₂₈H₃₀ClN₇O₅S 
• 1206802-98-3 C₂₉H₃₂ClN₇O₆S 
• 1206802-99-4 C₂₉H₃₂ClN₇O₆S 
• 1206802-91-6 C₂₉H₃₂ClN₇O₄S 

Relevant articles and documents

Insecticidal and neuroblocking potencies of variants of the imidazoline moiety of imidacloprid-related neonicotinoids and the relationship to partition coefficient and charge density on the pharmacophore

The pharmacophore of the neonicotinoid insecticide imidacloprid, nitroiminoimidazolidine, was modified to heterocycles such as thiazolidine, pyrrolidine, dihydroimidazole, dihydrothiazole, and pyridone conjugated to nitroimine (=NNO2) or nitromethylene (=CHNO2). Their 6-chloro-3-pyridylmethyl or 5-chloro-3-thiazolylmethyl derivatives were examined for insecticidal activity against the American cockroach by injection and for neuroblocking activity using the cockroach ganglion. Most of the compounds having the neonicotinoidal pharmacophore exhibited insecticidal activity at the nanomolar level, which was enhanced in the presence of synergists, and high neuroblocking activity at the micromolar level. Quantitative analysis for the compounds showed that the neuroblocking potency is proportional both to the Mulliken charge on the nitro oxygen atom and to the partition coefficient log P value. The equation for the insecticidal versus neuroblocking potencies indicated that both potencies are related proportionally with each other when the other factors are the same.

A MANUFACTURING PROCESS FOR 2-NITROIMINO HETEROCYCLIC COMPOUNDS

The present invention relates to a process for manufacture of 2-nitroimino heterocyclic compounds and intermediates thereof. More particularly, the present invention relates to a convenient manufacturing process for preparation of 2-nitroimino imidazolidine compounds.

Method for synthesizing imidacloprid at high yield

The invention provides a method for synthesizing imidacloprid at a high yield. 2-chloro-5-chloromethylpyridine, ethylenediamine and cyanogen halide, which are used as raw materials, are aminated, cyclized and nitrified to synthesize the imidacloprid. The method has the advantages of high safety in the production process, good purity and high yield of the product, and easiness in industrializationrealization.

Cascade reaction synthesis method of the Imidacloprid

The invention discloses a method for synthesizing imidacloprid employing cascade reaction. The method comprises the following steps: with 2-chlorine-5-chloromethyl pyridine, ethidene diamine and guanidine nitrate as raw materials, mixing 2-chlorine-5-chloromethyl pyridine, ethidene diamine and guanidine nitrate with a certain amount of solvent ethanol; adding a little of ionic liquid as a catalyst, controlling the pH value of the reaction process to be about 6 with a little of hydrochloric acid; heating, warming, and slowly dropwise adding a certain amount of ethidene diamine, reacting, heating for a certain period of time, stopping heating, and cooling to a room temperature; and purifying and drying to obtain an imidacloprid product. Due to adoption of one-pot cascade reaction, an intermediate product 2-degree amine is high in activity, and easily forms a heterocyclic ring together with nitroguanidine; byproducts can be prevented; and the high-purity imidacloprid is synthesized. Compared with an original two-step technology, the method for preparing the imidacloprid disclosed by the invention is simple in reaction step; the yield and the purity of the product are greatly improved; the yield reaches more than or equal to 95%; the purity of a reaction product through gas chromatography reaches more than or equal to 90%.