2103-91-5

Basic information

• Product Name: 2-AMINO-4-(P-TOLYL)THIAZOLE
• Synonyms: Thiazole, 2-amino-4-(p-tolyl)-;2-Amino-4-(p-tolyl)thiazole;TOSLAB 14874;BUTTPARK 41\03-45;AURORA 5316;IFLAB-BB F0777-0809;AKOS BC-1557;AKOS BBS-00000483
• CAS NO: 2103-91-5
• Molecular Formula: C₁₀H₁₀N₂S
• Molecular Weight: 190.26
• Product Categories: pharmacetical;Heterocyclic Compounds;Amines;Thiazoles, Isothiazoles & Benzothiazoles
• Mol File: 2103-91-5.mol
• Article Data: 102

Chemical Properties

• Melting Point: 132-136 °C(lit.)
• Boiling Point: 369.4 °C at 760 mmHg
• Flash Point: 177.2 °C
• Appearance: /
• Density: 1.219 g/cm³
• Vapor Pressure: 1.19E-05mmHg at 25°C
• Refractive Index: 1.642
• PKA: 4.51±0.10(Predicted)
• BRN: 143563
• CAS DataBase Reference: 2-AMINO-4-(P-TOLYL)THIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-(P-TOLYL)THIAZOLE(2103-91-5)
• EPA Substance Registry System: 2-AMINO-4-(P-TOLYL)THIAZOLE(2103-91-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 26-36/37
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2103-91-5(Hazardous Substances Data)

Usage

General Description

2-AMINO-4-(P-TOLYL)THIAZOLE is an organic compound with the molecular formula C9H9NS. It is a thiazole derivative with a p-tolyl group attached to the nitrogen atom. This chemical is used in the pharmaceutical industry as a building block for the synthesis of various pharmaceuticals and drug compounds. It is also utilized in the production of agrochemicals and as an intermediate in organic synthesis. 2-AMINO-4-(P-TOLYL)THIAZOLE has potential applications in medicinal chemistry and drug discovery due to its unique structure and properties.

InChI:InChI=1/C10H10N2S/c1-7-2-4-8(5-3-7)9-6-13-10(11)12-9/h2-6H,1H3,(H2,11,12)

Upstream product

• 17356-08-0 thiourea 
• 122-00-9 para-methylacetophenone 
• 619-41-0 4-(bromoacetyl)toluene 
• 98475-04-8 1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 17263-64-8 2-diazo-1-(4-methylphenyl)ethanone 
• 40805-62-7 2-iodo-1-(4-methylphenyl)ethanone 
• 13664-98-7 2,2-dibromo-1-(4-methylphenyl)ethanone 
• 766-97-2 4-n-methylphenylacetylene 
• 333-20-0 potassium thioacyanate 
• 89108-49-6 1-(1-azidovinyl)-4-methyl benzene 
• 874-60-2 4-methyl-benzoyl chloride 
• 4209-24-9 p-methylphenacyl chloride 
• 5392-23-4 2-mercapto-4,4,6-trimethyl-1,4-dihydro-pyrimidine 
• 104-09-6 4-methylphenylacetaldehyde 

Downstream Products

• 450-41-9 4-fluoro-benzenesulfonic acid-(4-p-tolyl-thiazol-2-ylamide) 
• 99973-40-7 4-(4-methylphenyl)-5-thiocyanato-2-aminothiazole 
• 103158-34-5 4,4'-di-p-tolyl-5,5'-benzylidene-bis-thiazol-2-ylamine 
• 109067-38-1 N-acetyl-sulfanilic acid-(4-p-tolyl-thiazol-2-ylamide) 
• 39564-97-1 3-p-tolyl-pyrido[2,3-d]thiazolo[3,2-a]pyrimidin-5-one 
• 74636-85-4 2-methyl-3-(4-p-tolyl-thiazol-2-yl)-3H-quinazolin-4-one 
• 92498-86-7 5-nitro-furan-2-carboxylic acid 4-p-tolyl-thiazol-2-ylamide 
• 69396-07-2 N-[(4-p-tolyl-thiazol-2-ylamino)-methyl]-phthalimide 
• 111249-33-3 N-<4-(4'-methylphenyl)thiazol-2-yl>thiosemicarbazide 
• 77203-57-7 2,4-Dibromo-6-{[(E)-4-p-tolyl-thiazol-2-ylimino]-methyl}-phenol 
• 100003-86-9 7-chloromethyl-3-(4-methylphenyl)-5H-thiazolo<3,2-a>pyrimidine-5-one 
• 112672-08-9 N-(4-p-methylphenyl-2-thiazolyl)-N'-benzoylthiourea 
• 102673-13-2 4-Methyl-2-{[(Z)-4-p-tolyl-thiazol-2-ylimino]-methyl}-phenol 
• 33170-14-8 5-(2-Methoxy-phenylazo)-4-p-tolyl-thiazol-2-ylamine 

Relevant articles and documents

1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles

In the present study, 1-methyl-3-(3-trimethoxysilylpropyl)-1H-imidazol-3-ium chloride-supported Ni@zeolite-Y-based nanoporous materials (Ni@zeolite-Im-IL) were synthesized and their structures were confirmed using different characterization techniques such as FT-IR, FE-SEM, EDX, XRD, BET and TGA-DTG analyses. In order to synthesize this multi-functional nano-system, zeolite-NaY was modified first, with exchanged Ni2+ ions and 3-chloropropyltriethoxysilane (CPTES) as a coupling reagent and then functionalized to imidazolium chloride ionic liquid by N-methylimidazole. New multi-functional nano-material of Ni@zeolite-Im-IL demonstrated high activity in the catalytic synthesis of 2-aminothiazoles 3a–l by one-pot reaction of methylcarbonyls, thiourea and iodine at 80?°C in DMSO with good to excellent yields (85–98%). Also, the catalytic synthesis of 2-aryl benzimidazoles, 6a–m was performed by the condensational reaction of o-arylendiamine and aromatic aldehydes in EtOH at room temperature with excellent yields (90–98%). Advantages of this efficient synthetic strategy include higher purity and shorter reaction time, excellent yield, easy isolation of products, the good stability, activity and feasible reusability of the metallic ionic liquid nanocatalyst. These benefits have made this method more compatible with the principles of green chemistry. Graphical abstract: [Figure not available: see fulltext.]

Design and synthesis of phenoxymethybenzoimidazole incorporating different aryl thiazole-triazole acetamide derivatives as α-glycosidase inhibitors

A novel series of phenoxymethybenzoimidazole derivatives (9a-n) were rationally designed, synthesized, and evaluated for their α-glycosidase inhibitory activity. All tested compounds displayed promising α-glycosidase inhibitory potential with IC50 values in the range of 6.31 to 49.89?μM compared to standard drug acarbose (IC50 = 750.0 ± 10.0?μM). Enzyme kinetic studies on 9c, 9g, and 9m as the most potent compounds revealed that these compounds were uncompetitive inhibitors into α-glycosidase. Docking studies confirmed the important role of benzoimidazole and triazole rings of the synthesized compounds to fit properly into the α-glycosidase active site. This study showed that this scaffold can be considered as a highly potent α-glycosidase inhibitor.

Aiding the versatility of simple ammonium ionic liquids by the synthesis of bioactive 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives

Simple ammonium ionic liquids [ILs] are efficient, green, environmentally friendly catalysts in promoting the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction to afford 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives respectively by eliminating the need for harmful volatile organic solvents. These [ILs] are air and water stable, easy to prepare and cost-effective. The effects of the anions and cations present in [IL] on reactions were investigated. The results clearly indicated that the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction were heavily influenced by the acidity of [IL], and among various ammonium ionic liquids, [Et3NH][HSO4] showed the best catalytic activity. Furthermore, [IL] could be easily separated and reused with a slight loss of its activity. This technique provided a good alternative way for the industrial synthesis of 1,2,3,4-tetrahydropyrimidinones, 2-aminothiazoles and quinazolinones. The present processes are eco-friendly methods for the synthesis of these derivatives authenticated by several green parameters, namely,E-factor, process mass intensity, reaction mass efficiency, atom economy, and carbon efficiency.