117724-63-7

Usage

Uses

Used in Agricultural Industry:
2-METHYL-4-(TRIFLUOROMETHYL)-1,3-THIAZOLE-5-CARBOXYLIC ACID is used as an active ingredient for the preparation of fungicidal mixtures. It serves to protect crops from fungal infections and diseases, ensuring a healthy and productive agricultural yield.
Used in Pharmaceutical Industry:
2-METHYL-4-(TRIFLUOROMETHYL)-1,3-THIAZOLE-5-CARBOXYLIC ACID is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
2-METHYL-4-(TRIFLUOROMETHYL)-1,3-THIAZOLE-5-CARBOXYLIC ACID is used as a starting material in the synthesis of various organic compounds. Its reactivity and functional groups make it a valuable component in the creation of new chemical entities for research and industrial applications.

InChI:InChI=1/C6H4F3NO2S/c1-2-10-4(6(7,8)9)3(13-2)5(11)12/h1H3,(H,11,12)

Upstream product

• 363-58-6 ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate 
• 62-55-5 thioacetamide 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 196698-26-7 ethyl 2,2-dichloro-4,4,4-trifluoro-3-oxobutanoate 
• 75-05-8 acetonitrile 
• 117724-62-6 ethyl 2-methyl-4-(trifluoromethyl)thiazole-5-carboxylate 

Downstream Products

• 915416-41-0 2-methyl-4-trifluoromethylthiazol-5-carboxylic acid (3',4',5'-trifluorobiphenyl-2-yl)amide 
• 1000339-72-9 (2-methyl-4-(trifluoromethyl)-1,3-thiazol-5-yl)methanol 
• 130000-40-7 thifluzamide 
• 877168-97-3 N-(4'-chloro-3',5-difluorobiphenyl-2-yl)-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide 
• 942312-61-0 N-[5-(3,4-dichlorophenyl)-4-pyrimidinyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide 

Relevant academic research and scientific papers

Synthesis and Insecticidal Activity of Novel Thiazole Acrylonitrile Derivatives

A series of novel thiazole acrylonitrile derivatives was designed and synthesized utilizing NC-510 as a precursor. Their structures were characterized by NMR spectrometry, MS, and elemental analysis. The results of bioassay indicated that some of these ti

A 2 - methyl - 4 - trifluoromethyl-thiazole - 5 - carboxylic acid

The invention discloses a method of preparing 2-methyl-4-trifluoromethylthiazole-5-carboxylic acid through the following steps: chlorinating ethyl trifluoroacetoacetate with chloride sulfate, cyclizing with thioacetamide in absolute ethyl alcohol, and hydrolyzing in a manner of one-pot manner, wherein the obtained product is an intermediate of a bactericide thifluzamide, thus having good application prospects. The method has the characteristics that three-step reaction one-pot method is adopted, the operation is simple, a solvent applied in the cyclization reaction is non-toxic, the recovery rate is high, the product yield is high, the quality is good and the like, and the method has good industrial prospects.

Preparation method for 2-methyl-4-trifluoromethyl-5-febuxostat

The invention belongs to the technical field of fungicide pesticides production, and particularly relates to a preparation method of fungicide thiamethoxam cefuroxime amide intermediate2-methyl-4-trifluoromethyl-5-febuxostat. The method uses Chlorinated trifluoro ethyl acetoacetate and thioacetamide as the raw material, tripropylamine or tributylamine as acid-binding agent, after chaining, cyclization, hydrolysis and acidification to obtain the 2-methyl-4-trifluoromethyl-5-febuxostat. The present invention uses high boiling point organic alkali acid agent, to increase the stability of industrial production, to increase content, yield, and to lower the production cost, meanwhile the present invention simplifies production operation, prepares high content of 2-methyl-4-trifluoromethyl-5-febuxostat (>=95%); the yield is high (>=90%) (calculated by Chlorinated trifluoro ethyl acetoacetate ).

Optimization process for synthesis of 2-methyl-4-trifluoromethyl-1,3-thiazole-5-carboxylic acid

The invention relates to an optimization process of an intermediate 2-methyl-4-trifluoromethyl-1,3-thiazole-5-carboxylic acid, and belongs to the technical field of chemistry. The invention discloses the optimization process of preparation of 2-methyl-4-trifluoromethyl-1,3-thiazole-5-carboxylic acid. Ethyl 4,4,4-trifluoroacetoacetate and acetonitrile are used as raw materials, in a condition with existence of a catalyst, chlorination and cyclization reactions are carried out simultaneously with chlorine and hydrogen sulfide, and alkaline hydrolysis and acidification are carried out in order to obtain 2-methyl-4-trifluoromethyl-1,3-thiazole-5-carboxylic acid. The process is advantageous in that traditional chlorination and cyclization are carried out at the same time, process steps and time are reduced, operation is simple, and production cost is reduced.

2-methyl-4-(trifluoromethyl) thiazol-5-carboxylic acid

The invention discloses a method for preparing 2-methyl-4-(trifluoromethyl)thiazole-5-formyl acid. The method comprises the steps of synthesizing 2-bromo-trifluoro-ethyl acetoacetate and 2,2-dibromo-trifluoro-ethyl acetoacetate by reacting trifluoro ethyl acetoacetate with liquid bromine by using trifluoro ethyl acetoacetate as a raw material; then preparing ethyl acetoacetate of 2-methyl-4-(trifluoromethyl)thiazol-5-ethyl formate by reacting with an inert organic solvent solution of thioacetamide; and finally obtaining 2-methyl-4-(trifluoromethyl)thiazole-5-formyl acid by a hydrolysis reaction. The method has the advantages of novel raw materials and route, mild reaction conditions, simple operations, relatively high raw material conversion rate and product selectivity, convenient separation of target products, etc. The prepared 2-methyl-4-(trifluoromethyl)thiazole-5-formyl acid can be used for synthesizing a key intermediate of thiazole amide fungicides (thifluzamide).

Synthesis and biological activity of novel 2-methyl-4-trifluoromethyl-thiazole-5-carboxamide derivatives

Nine novel 2-methyl-4-trifluoromethylthiazole-5-carboxamide derivatives were designed and synthesized utilizing ethyl 4,4,4-trifluoroacetoacetate as a starting material. Subsequently, the biological activity of the compounds was evaluated in the greenhouse. Results indicated that all of the compounds have some fungicidal and insecticidal activity but no herbicidal activity. Compound 1 has fungicidal activity with 90% control of tomato late blight at 375 g ai/ha, while two compounds 2F and 2H show insecticidal activity with 80 and 100% control, respectively, against potato leafhopper at 600 g ai/ha.

Process for the preparation of 2-methylthiazole-5-carboxylates

An improved process for the preparation of alkyl 4-halomethyl -2-methylthiazole-5-carboxylate comprising contacting a solution of alkyl 4-(halo)-2-chloroacetoacetate in acetonitrile with thioacetamide in the presence of an amine, such as triethylamine.

Improved process for the preparation of 2-methylthiazole-5-carboxylates

An improved process for the preparation of alkyl 4-halomethyl-2-methylthiazole-5-carboxylate comprising contacting a solution of alkyl 4-(halo)-2-chloroacetoacetate in acetonitrile with thioacetamide in the presence of an amine, such as triethylamine.

Thiazoles and pyrazoles as fungicides

Heterocyclic derivatives represented by the following formula have excellent preventive, curative and systemic controlliing effects on various plant microbes. STR1 wherein R1 represents a hydrogen atom or a methyl group, A represents STR2 wherein R2 represents a methyl group, an ethyl group or a trifluoromethyl group, Y1 represents an amino group, a methyl group or a chlorine atom, R3 represents a methyl group or a trifluoromethyl group and Z represents a hydrogen atom, a halogen atom or a methyl group and when A represents the formula: STR3 X represents an oxygen atom or sulfur atom and when A represents the formula: STR4 X represents a sulfur atom.