33342-65-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-methylthiazole is utilized as a key building block in the synthesis of various pharmaceuticals. Its chemical structure allows it to be a valuable component in the development of new drugs, contributing to the creation of molecules with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-5-methylthiazole serves as an essential component in the production of pesticides and other agricultural chemicals. Its incorporation aids in enhancing the effectiveness of these products, supporting agricultural productivity and crop protection.
Used in Fragrance Industry:
2-Chloro-5-methylthiazole is employed as a component in the creation of fragrances, capitalizing on its distinctive odor to contribute to the development of unique scent profiles for various applications, such as perfumes, cosmetics, and other scented products.
Used in Polymer Additives Production:
2-Chloro-5-methylthiazole is also used in the manufacturing process of polymer additives. Its role in this context is to enhance specific properties of polymers, such as stability, durability, or resistance to environmental factors, thereby improving the overall performance of the end products.
Used as a Reagent in Organic Synthesis:
2-Chloro-5-methylthiazole functions as a reagent in various organic synthesis processes. It is instrumental in facilitating chemical reactions that lead to the formation of desired organic compounds, which can be used in a wide range of applications across different industries.

InChI:InChI=1/C4H4ClNS/c1-3-2-6-4(5)7-3/h2H,1H3

Upstream product

• 79307-64-5 5-methyl-2-(3H)thiazolone 
• 3034-52-4 2-chlorothiazole 
• 74-88-4 methyl iodide 
• 7305-71-7 5-methyl-2-thiazol-2-amine 
• 6593-86-8 5-methyl-thiazol-2-ylamine; hydrochloride 
• 17626-82-3 5-methyl-3H-thiazole-2-thione 
• 52829-72-8 5-methylene-1,3-thiazolidine-2-thione 

Downstream Products

• 3581-89-3 5-methylthiazole 
• 105827-91-6 α-Cl-β-thiazolyl chloride 
• 210576-58-2 2-chloro-5-bromomethylthiazole 

Relevant academic research and scientific papers

Synthesis method of thiamethoxam

The invention relates to the field of compound synthesis, in particular to a synthesis method of an agricultural insecticide thiamethoxam. According to the preparation method of the thiamethoxam provided by the invention, through selecting appropriate reaction raw materials, a new synthetic route is designed, and an intermediate 2-chlorine-5-chloromethyl-thiazole can be prepared at room temperature, so that a cooling device is not needed, the energy is saved, and the reaction yield can be improved.

Synthesis method of 2-chloro-5-chloromethylthiazole

The invention relates to a preparation method of a key intermediate 2-chloro-5-chloromethylthiazole of thiamethoxam. According to the preparation method, the defects of the prior art, are overcome, the intermediate 2-chloro-5-chloromethylthiazole can be prepared at the room temperature through selecting appropriate reaction raw materials, no cooling equipment is needed, the energy is saved, and the reaction yield can be improved.

Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.

Synthesizing method of imidaclothiz drug intermediate 2-chloro-5-methylthiazole

Provided is a synthesizing method of an imidaclothiz drug intermediate 2-chloro-5-methylthiazole. The method comprises the following steps that 0.23 mol of 2-amino-5-methylthiazole (2), 0.26-0.29 mol of o-chlorotoluene solution, 0.31 mol of cuprous chloride and 310 ml of hexane are added into a reaction vessel, the stirring speed is controlled to be 130-170 rpm, the temperature of the solution is decreased to 3-6 DEG C, and a reaction is conducted for 6-8 h; the temperature of the solution is increased to 60-65 DEG C, the reaction is continuously conducted for 5-7 h, the temperature of the solution is decreased to 10-15 DEG C, acetonitrile extraction is conducted 5-7 times, isopropyl alcohol washing is conducted, and then isopropyl alcohol is steamed out through pressure reduction; the temperature of the solution is decreased to 3-7 DEG C, standing is conducted for 30-35 h, a solid is precipitated, filtering is conducted, salt solution washing and ethyl acetate washing are conducted, recrystallization is conducted in triethylamine, and a 2-chloro-5-methylthiazole crystal is obtained.

CHEMICAL COMPOUNDS ACTING AS PERK INHIBITORS

The invention is directed to substituted pyrrolidinone derivatives. Specifically, the invention is directed to compounds according to Formula X: wherein R41, R42, R43, R44, R45, R46, and R47 are defined herein. The compounds of the invention are inhibitors of PERK and can be useful in the treatment of cancer and diseases associated with activated unfolded protein response pathways, such as Alzheimer's disease, stroke, diabetes, Parkinson disease, Huntington's disease, Creutzfeldt- Jakob Disease, and related prion diseases, amyotrophic lateral sclerosis, myocardial infarction, neurodegeneration, cardiovascular disease, atherosclerosis, ocular diseases, and arrhythmias, more specifically cancers of the breast, colon, pancreas and lung. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting PERK activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Synthesis and insecticidal activity of N-substituted (1,3-thiazole)alkyl sulfoximine derivatives

The N-substituted alkyl sulfoximine derivatives are a new chemical family of neonicotinoid insecticides. We have designed and synthesized 10 (1,3-thiazole)alkyl sulfoximine derivatives. All compounds were identified by 1H and 13C nuc

PROCESS FOR THE PREPARATION OF 2-CHLORO-5-CHLOROMETHYL-THIAZOLE

The invention relates to a process for the preparation of 2-chloro-5-chloromethyl-thiazole, which is employed as intermediate in the preparation of compounds having a pesticidal action, which process comprises reacting a compound of formula (II), in free form or in salt form, (III), (IV), (V) or (VI) with a chlorinating agent, where R and M+ are as defined in claim 1; to the compounds of the formulae (III) and (IV), which are used in this process as intermediates; and to the use of, and a process for the preparation of, the compounds of formulae (III) and (IV).

Development of an enzyme-linked immunosorbent assay for the insecticide thiamethoxam

An enzyme-linked immunosorbent assay (ELISA) was developed for the neonicotinoid insecticide thiamethoxam, 3-(2-chlorothiazol-5-ylmethyl)-5-methyl-4-nitroimino-1,3,5-oxadiazinane. Three antisera were raised from rabbits immunized with the hapten - KLH conjugate. On the basis of the computational analysis of hapten candidates, the hapten with a spacer arm on the thiazolyl ring of thiamethoxam was synthesized to elicit thiamethoxam-specific antisera. The hapten was 3-[2-(2-carboxyethylthio)-5-ylmethyl]-5-methyl-4-nitroimino-1,3, 5-oxadiazinane. Antisera were characterized with indirect competitive ELISA. Cross-reactivity and effects of organic solvents, pH, and ionic strengths were evaluated. The antiserum was specific for thiamethoxam and tolerant of up to 5% acetonitrile and 5% acetone. Various ionic strengths and pH values in the tested ranges had negligible effect on the assay performance. Under the optimized conditions, the half-maximal inhibition concentration (IC50) and the limit of detection were approximately 9.0 and 0.1 μg/L of thiamethoxam, respectively. ELISA analysis of stream and tap water samples showed an excellent correlation with the fortification levels.

Synthetic approaches towards CGA 293'343: A novel broad-spectrum insecticide

Synthetic approaches towards CGA 293'343 (ISO draft common name: thiamethoxam), a novel broad-spectrum insecticide from the class neonicotinoids, are described. 2-Chloro-5-chloromethylthiazole, an important synthetic intermediate, was prepared from five different precursors. Alternatively, CGA 293'343 was prepared via the intermediate 2-benzylmercapto-5-chloromethylthiazole, the synthesis of which is also described.

Method for substitution of an amino group of a primary amine by a chlorine atom and a synthetic method by application thereof

This invention relates to methods for substitution of an amino group of a heterocyclic primary amine by a chlorine atom and synthesis of 2-chloro-5-methylthiazole and its derivatives by application thereof. Typically, a heterocyclic primary amine and sodium nitrite are caused to react in the presence of hydrochloric acid, followed by heating the formed diazonium base at 30°-100° C. in the presence of an equimolar or more of hydrochloric acid to substitute the amino group by the chlorine atom. Further, 2-amino-5-methylthiazole and sodium nitrite are caused to react in the presence of hydrochloric acid, followed by heating the formed diazonium base at 30°-100° C. in the presence of an equimolar or over of hydrochloric acid to give 2-chloro-5-methylthiazole. Then, the resultant 2-chloro-5-methylthiazole is caused to react with a chlorinating agent to give 2-chloro-5-chloro-methylthiazole.