1826-16-0

Basic information

• Product Name: 2-METHYL-4-PHENYL-THIAZOLE
• Synonyms: 4-Phenyl-2-methyl-1,3-thiazole;Thiazole, 2-methyl-4-phenyl-
• CAS NO: 1826-16-0
• Molecular Formula: C₁₀H₉NS
• Molecular Weight: 175.25
• Mol File: 1826-16-0.mol

Chemical Properties

• Melting Point: 215-216℃
• Boiling Point: 284°C(lit.)
• Flash Point: 135.9 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 0.00274mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 2-METHYL-4-PHENYL-THIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-4-PHENYL-THIAZOLE(1826-16-0)
• EPA Substance Registry System: 2-METHYL-4-PHENYL-THIAZOLE(1826-16-0)

Safety Data

• Hazardous Substances Data: 1826-16-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-METHYL-4-PHENYL-THIAZOLE is used as a synthetic intermediate for the development of pharmaceutical compounds, providing a foundation for creating innovative and effective medications to address a wide range of health conditions. Its unique chemical properties make it a valuable component in the synthesis of various drug candidates, enhancing their therapeutic potential and improving patient outcomes.

InChI:InChI=1/C10H9NS/c1-8-11-10(7-12-8)9-5-3-2-4-6-9/h2-7H,1H3

Upstream product

• 62-55-5 thioacetamide 
• 70-11-1 α-bromoacetophenone 
• 2462-02-4 2-mercaptoacetophenone 
• 75-05-8 acetonitrile 
• 532-27-4 1-chloroacetophenone 
• 2461-80-5 diphenacyl sulfide 
• 107-15-3 ethylenediamine 
• 131799-53-6 N-(2-Chloro-1-phenyl-1-ethylidene)isopropylamine 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 7139-34-6 5-phenyl-3(3H)-thioxo-1,2,4-dithiazole 
• 100-41-4 ethylbenzene 
• 1826-23-9 2-chloro-4-phenylthiazole 
• 149-73-5 trimethyl orthoformate 
• 536-74-3 phenylacetylene 

Downstream Products

• 50834-86-1 4-methyl-2-(2-methyl-4-phenyl-2,5-dihydro-thiazol-2-ylmethyl)-thiazole 
• 125509-50-4 2-methyl-4-phenylthiazole-DDQ 
• 78502-79-1 2-(bromomethyl)-4-phenylthiazole 
• 78502-81-5 5-bromo-2-methyl-4-phenylthiazole 
• 78502-80-4 2-Dibrommethyl-4-phenylthiazol 
• 78502-82-6 5-Brom-2-brommethyl-4-phenylthiazol 
• 82672-18-2 2-methyl-4-phenylthiazole 3-oxide 
• 82672-25-1 C₃₂H₂₆N₄S₂ 
• 82672-27-3 C₃₂H₂₄Cl₂N₄S₂ 
• 82672-26-2 C₃₂H₂₄Cl₂N₄S₂ 
• 82672-28-4 C₃₂H₂₄Br₂N₄S₂ 
• 78502-88-2 4-Phenyl-2-thiazolyl-methyl(triphenyl)phosphoniumbromid 
• 5960-38-3 2-(4-dimethylamino-styryl)-3-methyl-4-phenyl-thiazolium; iodide 
• 1195985-49-9 C₁₀H₈ClNS 

Relevant articles and documents

Efficient synthesis of 2,4-disubstituted thiazoles under grinding

A simple and convenient protocol is described for the preparation of 2,4-disubstituted thiazoles via a condensation reaction of -halo carbonyl compounds with thiourea or thioacetamide at room temperature, under grinding, in good yields.

Novel oxime derivative as well as preparation method and application thereof

The invention relates to a novel oxime derivative and a preparation method and application thereof, the novel oxime derivative has a structure as shown in formula (I), Q is optionally substituted phenyl, T is C1-6 alkyl substituted tetrazolyl, and A is th

Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source

Methylation of organohalides represents a valuable transformation, but typically requires harsh reaction conditions or reagents. We report a radical approach for the methylation of (hetero)aryl chlorides using nickel/photoredox catalysis wherein trimethyl orthoformate, a common laboratory solvent, serves as a methyl source. This method permits methylation of (hetero)aryl chlorides and acyl chlorides at an early and late stage with broad functional group compatibility. Mechanistic investigations indicate that trimethyl orthoformate serves as a source of methyl radical via β-scission from a tertiary radical generated upon chlorine-mediated hydrogen atom transfer.

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

Computer-Assisted Selective Optimization of Side-Activities—from Cinalukast to a PPARα Modulator

Automated computational analogue design and scoring can speed up hit-to-lead optimization and appears particularly promising in selective optimization of side-activities (SOSA) where possible analogue diversity is confined. Probing this concept, we employ

PdII-Catalyzed Regio- and Enantioselective Oxidative C?H/C?H Cross-Coupling Reaction between Ferrocenes and Azoles

Asymmetric C?H bond functionalization reaction is one of the most efficient and straightforward methods for the synthesis of optically active molecules. Herein we disclose an asymmetric C?H/C?H cross-coupling reaction of ferrocenes with azoles such as oxazoles and thiazoles. Palladium(II)/monoprotected amino acid (MPAA) catalytic system which exhibits excellent reactivity and regioselectivity for oxazoles and thiazoles. This method offers a powerful strategy for constructing planar chiral ferrocenes. Mechanistic studies suggest that the C?H bond cleavage of azoles is likely proceeding through a SEAr process and may not be a turnover limiting step.

2-Amino-4-arylthiazoles through One-Pot Transformation of Alkylarenes with NBS and Thioureas

Treatment of alkylarenes with N-bromosuccinimide in a mixture of ethyl acetate and water at 60 °C, a mixture of acetonitrile and water at 80 °C, or a mixture of diethyl carbonate and water under irradiation with a tungsten lamp, followed by a reaction with thioureas or arenethioamides provided the corresponding 2-amino- 4-arylthiazoles or 2,4-diarylthiazoles in good to moderate yields, respectively, in one pot. The present reaction is an efficient one-pot transformation method of alkylarenes into 2-amino-4-arylthiazoles and 2,4-diarylthiazoles directly under mild and transition-metal-free conditions.

One-pot NBS-promoted synthesis of imidazoles and thiazoles from ethylarenes in water

A facile and eco-friendly method has been developed for the synthesis of imidazoles and thiazoles from ethylarenes in water. The reaction proceeds via in situ formation of α-bromoketone using NBS as a bromine source as well as an oxidant, followed by trapping with suitable nucleophiles to provide the corresponding products in good yields under 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.

One pot synthesis of substituted imidazopyridines and thiazoles from styrenes in water assisted by NBS

Heating of commercially available styrenes with NBS in water followed by reaction with 2-aminopyridines or thioamides afforded important heterocyclic scaffolds in a one pot procedure. The reaction proceeds via co-oxidant free, in situ formation of α-bromoketone using NBS as a bromine source as well as an oxidant followed by trapping with suitable nucleophiles to provide imidazopyridines and thiazoles.