115970-17-7

Basic information

• Product Name: DESNITROIMIDACLOPRID
• Synonyms: DESNITROIMIDACLOPRID;1-[(6-chloropyridin-3-yl)methyl]-4,5-dihydroimidazol-2-amine
• CAS NO: 115970-17-7
• Molecular Formula: C₉H₁₁ClN₄
• Molecular Weight: 210.66344
• Mol File: 115970-17-7.mol

Chemical Properties

• Melting Point: 250 °C (decomp)(Solv: ethanol (64-17-5))
• Boiling Point: 389.7±52.0 °C(Predicted)
• Appearance: /
• Density: 1.43±0.1 g/cm3(Predicted)
• PKA: 7?+-.0.20(Predicted)
• CAS DataBase Reference: DESNITROIMIDACLOPRID(CAS DataBase Reference)
• NIST Chemistry Reference: DESNITROIMIDACLOPRID(115970-17-7)
• EPA Substance Registry System: DESNITROIMIDACLOPRID(115970-17-7)

Safety Data

• Hazard Codes: A poison.:
• Safety Statements: x and Cl−." target="_blank">A poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx a
• Hazardous Substances Data: 115970-17-7(Hazardous Substances Data)

Usage

Uses

Desnitro-imidacloprid is a derivative of Imidacloprid (I274990), a neonicotinoid insecticide.

Upstream product

• 70258-18-3 2-chloro-5-(chloromethyl)pyridine 
• 105827-78-9 1-(6-chloronicotinyl)-2-nitroiminoimidazoline 
• 101990-44-7 N'-((6-chloropyridin-3-yl)methyl)ethane-1,2-diamine 
• 506-77-4 cyanogen chloride 
• 506-78-5 cyanogen iodide 
• 1495-50-7 cyanogen fluoride 
• 506-93-4 guanidine nitrate 
• 506-68-3 bromocyane 
• 105827-78-9 imidacloprid 

Downstream Products

• 1050439-76-3 2-({1-[(6-chloropyridin-3-yl)methyl]imidazolidin-2-ylidene}amino)-cyclohexanol 
• 1050439-77-4 2-({1-[(6-chloropyridin-3-yl)methyl]imidazolidin-2-ylidene}amino)-cyclohexanone 
• 105827-78-9 1-(6-chloronicotinyl)-2-nitroiminoimidazoline 

Relevant articles and documents

Influence of thermal treatment and Au-loading on the growth of versatile crystal phase composition and photocatalytic activity of sodium titanate nanotubes

A coalescence influence of Au-loading followed by calcination at 800 °C led to a notable change in crystal-structure, morphology, phase composition and photocatalytic activity of titanate-nanostructures. After calcination at 800°C, bare sodium titanate nanotubes (TNT) having a BET surface area (SBET) of 176 m2 g-1 is transformed into sodium titanate nanorods of SBET = 21 m2 g-1, whereas calcination of Au-loaded (Au+3, Au0 and Au-nanoparticle (AuNP)) TNT at 800°C led to a variety of fragmented particles having different crystal structures, SBET (21-39 m2 g-1), shape and sizes (50-75 nm), attributed to strain induced thermal decomposition of TNT after Au-loading, and the oxidation state of Au is determined by XPS analysis. The comparative photocatalytic activity of these as-prepared catalysts to that of P25-TiO2 under UV-light were evaluated for the photooxidation of the insecticide imidacloprid which gradually degraded to various intermediate photoproducts and finally decomposed to CO2. The degradation of imidacloprid follows pseudo-first order kinetics, where 0.5 wt% Au0-deposited-TNT after calcination exhibits the highest photocatalytic activity (rate constant k = 8.9 × 10-3 min-1), which is comparatively explained on the basis of their crystal phase, surface-area, morphology and the relaxation time of photoexcited electron-hole pairs, as measured by time resolved spectroscopy. This journal is

Synthetic method of imidacloprid

The invention provides a synthetic method of imidacloprid, which comprises the following steps: by using 2-chloro-5-chloromethylpyridine, ethylenediamine and guanidine nitrate as raw materials, carrying out aminating, cyclizing, dehydrating and the like to synthesize imidacloprid. According to the method, the safety problem caused by generation of unstable nitroguanidine in the reaction process isavoided, the production process is high in safety, the product purity is good, the yield is high, and industrialization is easy to realize.

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.

N-ACYLIMINO HETEROCYCLIC COMPOUNDS

The present invention relates to N-acylimino compound of formula (I): (I) wherein X1 is O or S, in particular O; X2 is CN or NO2; m is an integer selected from 0, 1, 2, 3, 4, 5 and 6; Het is a 5- or 6- membered carbon-bound or nitrogen-bound heterocyclic or heteroaromatic ring, W1 is O, S or NRw1; W2-W3-W4 isa bivalent radical selected from -C(Rv2Rw2)-C(Rv3Rw3)-, -C(Rv4)=C(Rv5)- and - C(Rv2Rw2)-O-C(Rv3Rw3)-; R1, R2 may be hydrogen, halogen, etc. R3 may be hydrogen, halogen, CN, C1-C6-alkyl, etc. R4a, R4b if present, may be hydrogen, halogen, C1-C6-alkyl, etc. R5 may be hydrogen, halogen, C1-C6-alkyl, C1-C6-alkenyl, C1-C6-alkynyl, C3-C8- cycloalkyl, S(O)nNR9aR9b, NR9aR9b, C(=O)OR8, C(=O)NR9aR9b, C(=S)NR9aR9b, C(=O)R7a, C(=S)R7a, NR9a-C(=O)R7a, NR9a-C(=S)R7a, NR9a-S(O)nR8a, a moitey Q-phenyl, where the phenyl ring is optionally substituted with one or more, e.g. 1, 2, 3, 4 or 5 identical or different substituents R10, or a moiety Q-Het#, or R3 and R5 together may also form with the carbon atom they are bound to, a 3-, 4-, 5- or 6- membered saturated partially unsaturated carbocycle or heterocycle, wherein Rw1, Rw2, Rw3, Rv2, Rv3, Rv5, R7a, R8, R8a, R9a, R9b, Q, Het# are as defomed in the claims. The invention also relates to the use of the N-acylimino heterocyclic compounds, their stereoisomers, their tautomers and their salts, for combating invertebrate pests. Furthermore the invention relates also to methods of combating invertebrate pests, which comprises applying such compounds.

Photocatalytic degradation of imidacloprid in soil: Application of response surface methodology for the optimization of parameters

The photocatalytic mineralization of imidacloprid (IMI) in soil to inorganic ions and the formation of various intermediates using TiO2 as the photocatalyst have been investigated under UV light. Various parameters, viz., catalyst concentration, soil depth and pH, intensity of light and initial concentration of IMI were optimized theoretically by using a central composite design based on a response surface methodology and were correlated with experimental results. The statistical analysis from the modelling results indicates that the degradation efficiency of IMI is affected by the depth of soil and the intensity of light, but the effects of the pH and the initial concentration of imidacloprid are more dominant. The optimum conditions obtained for the maximum degradation of imidacloprid were at pH = 3, intensity of UV light = 30 W m-2, soil depth = 0.2 cm and initial concentration of imidacloprid = 10 mg kg-1 of soil. Under these optimum conditions, the highest degradation efficiency of 83% was achieved after 18 h of UV light irradiation. The identification of various photoproduced intermediates of IMI by LC-MS analysis revealed its degradation, whereas the increase in the formation of inorganic ions with time of UV light irradiation confirms its mineralization. This journal is

Photochemistry of imidacloprid in model systems

The photochemical behavior of the neonicotinoid insecticide imidacloprid was studied with regard to different chemical environments. Different model solvents simulated the structure moieties mainly occurring in waxes and cutin of the plant cuticle. Cycloh

HETEROCYCLIC COMPOUNDS HAVING EFFECT OF ACTIVATING NICOTINIC ACETYLCHOLINE γ(a)4γ(b)2 RECEPTOR

There is provided heterocyclic compounds of the following formula (I): ???in which,A is optionally substituted aryl group or optionally substituted heterocyclic group;X is oxygen atom, sulfur atom, carbon atom or nitrogen atom; dotted line shows either presence or absence of bond;n is integer of 1 or 2; andY represents alkylene bond and so on; or a pharmaceutically acceptable salt thereof. These compounds have good affinity to α4β2 nicotinic acetylcholine receptors and activate the same to thereby exert a preventive or therapeutic effect on cerebral dysfunction.

Heterocyclic compounds having effect of activating a4beta2 nicotinic acetylcholine receptors

There is provided heterocyclic compounds of the following formula (I): in which, A is optionally substituted aryl group or optionally substituted heterocyclic group; X is oxygen atom, sulfur atom, carbon atom or nitrogen atom; dotted line shows either pre

[6-chloro-3-pyridylmethyl-3H]neonicotinoids as high-affinity radioligands for the nicotinic acetylcholine receptor: Preparation using NaB3H4 and LiB3H4

NaB3H4, and LiB3H4 at 78% and 97% isotopic enrichments, respectively, were used in the synthesis of 3H-labeled 1-(6-chloro-3-pyridyl)-methyl-2-nitromethyleneimidazolidine (CH-IMI) and N'-[(6-chloro-3-pyridyl)methyl]-N''-cyano-N'-methylacetamide (acetamiprid) (two very potent insecticides) and of 1-(6-chloro-3-pyridyl)methyl-2-iminoimidazolidine (desnitro-IMI) (a metabolite of the commercial insecticide imidacloprid). 6-Chloronicotinoyl chloride was treated with either NaB3H4 in methanol or LiB3H4 in tetrahydrofuran and the resulting alcohol transformed to 2-chloro-5-chloromethylpyridine, which was then coupled to N-cyano-N'-methylacetamidine to give [3H]acetamiprid (45 Ci/mmol). 2-Chloro-5-chloro [3H]methylpyridine was also reacted with ethylenediamine and the product was either refluxed in absolute ethanol with 1,1-bis(methylthio)-2-nitroethylene to provide [3H]CH-IMI or reacted in toluene with a solution of cyanogen bromide to produce [3H]desnitro-IMI (each 55 Ci/mmol).

Heterocyclic compounds

Novel insecticides of the formula STR1 in which n is 0 or 1, X is S, O, STR2 Y is N or STR3 Z is a 5- or 6-membered nitrogen-containing heterocyclic ring, and R to R9 variously represent hydrogen or specified organic radicals.