66047-73-2

Usage

Uses

Used in Flavor Industry:
2-METHYL-4-P-TOLYL-THIAZOLE is used as a flavoring agent for its ability to impart a nutty or savory taste to food products, enhancing their overall flavor profile.
Used in Fragrance Industry:
In the fragrance industry, 2-METHYL-4-P-TOLYL-THIAZOLE is utilized as a component to add a nutty or savory note to perfumes and other scented products, contributing to their unique and appealing scents.
Used in Pharmaceutical Industry:
2-METHYL-4-P-TOLYL-THIAZOLE is used as an ingredient in pharmaceuticals due to its antimicrobial properties, which can help prevent the growth of harmful microorganisms in various medicinal formulations.
Used in Personal Care Products:
In the personal care sector, 2-METHYL-4-P-TOLYL-THIAZOLE is employed for its antioxidant properties, which can protect products from oxidative degradation, thereby extending their shelf life and maintaining their quality.

InChI:InChI=1/C11H11NS/c1-8-3-5-10(6-4-8)11-7-13-9(2)12-11/h3-7H,1-2H3

Upstream product

• 62-55-5 thioacetamide 
• 4209-24-9 p-methylphenacyl chloride 
• 98475-04-8 1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 4079-54-3 2-hydroxy-1-p-tolyl-ethanone 
• 2089-33-0 4-methylacethophenone oxime 
• 108-24-7 acetic anhydride 
• 108-88-3 toluene 
• 619-41-0 4-(bromoacetyl)toluene 
• 887092-59-3 C₁₁H₁₂O₂S 

Downstream Products

• 66047-76-5 2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonyl chloride 
• 66047-95-8 2-methyl-5-(2-methyl-thiazol-4-yl)-N-phenyl-benzenesulfonamide 
• 66047-96-9 2-methyl-5-(2-methyl-thiazol-4-yl)-N-p-tolyl-benzenesulfonamide 
• 66047-99-2 N-(4-chloro-phenyl)-2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 
• 66047-97-0 2-methyl-5-(2-methyl-thiazol-4-yl)-N-m-tolyl-benzenesulfonamide 
• 66047-98-1 2-methyl-5-(2-methyl-thiazol-4-yl)-N-o-tolyl-benzenesulfonamide 
• 66048-00-8 N-(3-chloro-phenyl)-2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 
• 66048-02-0 N-(4-methoxy-phenyl)-2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 
• 66048-01-9 N-(2-chloro-phenyl)-2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 
• 66048-06-4 N-(4-ethoxy-phenyl)-2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 
• 66048-03-1 N-(3-methoxy-phenyl)-2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 
• 66048-04-2 N-(2-methoxy-phenyl)-2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 
• 66048-07-5 2-methyl-5-(2-methyl-thiazol-4-yl)-N-(4-nitro-phenyl)-benzenesulfonamide 
• 66047-80-1 2-methyl-5-(2-methyl-thiazol-4-yl)-benzenesulfonamide 

Relevant academic research and scientific papers

Gold complex containing diphosphine ortho-position carborane ligand as well as preparation method and application of gold complex

The invention relates to a gold complex containing a diphosphine ortho-position carborane ligand as well as a preparation method and an application of the gold complex. The gold complex is prepared bythe following method: dropwise adding an n-BuLi solutio

One-Pot Preparation of Aromatic Amides, 4-Arylthiazoles, and 4-Arylimidazoles from Arenes

Simple treatment of arenes with α-bromoacetyl chloride and AlCl3, followed by the reaction with molecular iodine and aq. NH3, thioamides, or amidines gave the corresponding primary aromatic amides, 4-arylthiazoles, or 4-arylimidazoles in good yields, respectively. Aryl α-bromomethyl ketones are the key intermediates in those reactions. Primary aromatic amides were formed from arenes through the reaction of aryl α-bromomethyl ketones with molecular iodine and aq. NH3, and 4-arylthiazoles and 4-arylimidazoles were formed from arenes through the reactions of aryl α-bromomethyl ketones with thioamides and amidines, respectively, in one pot under transition-metal-free conditions.

Access to Thiazole via Copper-Catalyzed [3+1+1]-Type Condensation Reaction under Redox-Neutral Conditions

A new strategy for thiazoles via copper-catalyzed [3+1+1]-type condensation reaction from oximes, anhydrides and potassiumthiocyanate (KSCN) is developed herein. The transformation has good functional group tolerance and various thiazoles were formed smoothly in good to excellent yields under mild reaction conditions. This process involves copper-catalyzed N-O/C-S bond cleavages, activation of vinyl sp2 C-H bond, and C-S/C-N bond formations which are under redox-neutral conditions as well as operational simplicity.

Exploration and Optimization of an Efficient One-pot Sequential Synthesis of Di/tri-substituted Thiazoles from α-Bromoketones, Thioacids Salt, and Ammonium Acetate

Exploration of scope of an optimized one-pot sequential procedure for preparing of 2,4-di- and 2,4,5-tri-substituted thiazoles has been accomplished. The synthesis was performed by the initial formation of a β-keto-thioester intermediate from nucleophilic substitution of α-bromoketones with thioacid potassium salts, followed by treatment with ammonium acetate and one equivalent of acetic acid in toluene to form imine intermediate eventually leading to cyclization yielding thiazoles. This procedure should be highlighted with a flexible way to control the substitution pattern around thiazole ring by choosing appropriately substituted α-bromoketones even containing acid labile functionality and thioacid potassium salts, and thus its applicability is very wide.

A rapid and high-yielding synthesis of thiazoles and aminothiazoles using tetrabutylammonium salts

A convenient method for the synthesis of thiazoles and aminothiazoles by treatment of phenacyl bromides with thioamides/thiourea in the presence of tetrabutylammonium hexafluorophosphate (Bu4NPF6) at room temperature was developed. The products having high yields were formed rapidly (within 15 min). The method is simple, rapid and practical, generating thiazole derivatives in excellent isolated yields. The structures of the newly synthesized products were identified by FT-IR, 1H NMR, 13C NMR spectroscopy and elemental analysis data. The Japan Institute of Heterocyclic Chemistry.

Liquid-phase organic synthesis of thiazoles using poly(ethylene glycol)-bound sulfonyl chloride resin

Reaction of poly(ethylene glycol) (PEG)-bound sulfonic acid with thionyl chloride formed difunctionalized PEG-bound sulfonyl chloride, which was treated with α-hydroxyketones, followed by treatment with thioamides in the presence of potassium carbonate, to afford thiazoles in good yields with a facile workup procedure. Copyright Taylor & Francis Group, LLC.

Synthesis of thiazoles and aminothiazoles from β-keto tosylates under supramolecular catalysis in the presence of β-cyclodextrin in water

This is the first report on the supramolecular synthesis of thiazoles/aminothiazoles from β-keto tosylates and thioamide/thiourea in water in the presence of β-cyclodextrin in impressive yields. Formation of inclusion complexes was explained from 1H NMR studies. Copyright Taylor & Francis Group, LLC.

Efficient synthesis of 2,4-disubstituted thiazoles using ionic liquid?under ambient conditions: a practical approach towards?the?synthesis of Fanetizole

A highly efficient and rapid synthesis of 2-amino-4-arylthiazoles and 2-methyl-4-arylthiazole from α-bromoketone and thiourea/thioamide is described using room temperature ionic liquid at ambient conditions. The method is simple, rapid and practical, generating thiazole derivatives in excellent isolated yields. This protocol is utilized for a commercially feasible synthesis of an anti-inflammatory agent, Fanetizole.

Aqueous phase synthesis of thiazoles and aminothiazoles in the presence of β-cyclodextrin

A simple and practical procedure for the aqueous phase preparation of thiazoles and aminothiazoles has been developed from phenacyl bromides and thioamide/thiourea in the presence of β-cyclodextrin.

Synthesis of 2-imino-4-thiazolines, 2-imino-4-alkoxythiazolidines, thiazoles and 4-imidazolin-2-ones from α-halomethyl ketimines

A variety of heterocycles, including 3,4-disubstituted-2-imino-4-thiazolines, 3,4-disubstituted-4-methoxy-2-iminothiazolidines, 2,4-disubstituted-thiazoles, 2-amino-4-substituted-thiazoles and 1,5-disubstituted-4-imidazolin-2-ones, were synthesized from α-chloromethyl and α-bromomethyl ketimines by condensation with potassium thiocyanate, thiourea, ammonium thiocyanate and potassium cyanate.