34161-31-4

Usage

Uses

Used in Organic Chemistry:
4-phenylthiazol-2-amine monohydrobromide is used as a key intermediate in the synthesis of various organic compounds due to its unique structure and reactivity.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-phenylthiazol-2-amine monohydrobromide is utilized as a precursor for the development of new drugs, leveraging its biological activities to target specific therapeutic areas.
Used in Biologically Active Compounds Synthesis:
4-phenylthiazol-2-amine monohydrobromide is employed as a component in the creation of biologically active molecules, contributing to advancements in medicinal chemistry and drug discovery.
Used in Research and Laboratory Settings:
Due to its stability and solubility properties, 4-phenylthiazol-2-amine monohydrobromide is used as a reliable compound in research for exploring its potential applications and understanding its chemical behavior.

InChI:InChI=1/C9H8N2S.BrH/c10-9-11-8(6-12-9)7-4-2-1-3-5-7;/h1-6H,(H2,10,11);1H

Upstream product

• 55716-62-6 1-bromo-2-phenylglyoxal 1-phenyhydrazone 
• 17356-08-0 thiourea 
• 70-11-1 α-bromoacetophenone 
• 4651-78-9 2-bromo-1-phenylethylidenemalononitrile 

Downstream Products

• 859466-99-2 N⁵-benzylidene-4-phenyl-thiazole-2,5-diyldiamine 
• 15850-34-7 2-p-methoxybenzoylamino-4-phenylthiazole 
• 367250-21-3 4-tert-butyl-N-(4-phenyl-thiazol-2-yl)-benzamide 
• 307536-44-3 N-(4-Phenylthiazol-2-yl)-(2-chloro-5-nitrophenyl)carboxamide 
• 1376600-03-1 C₃₀H₃₂N₄O₃S₃ 
• 103164-19-8 4,N²,4',N^2'-tetraphenyl-[5,5']bithiazolyl-2,2'-diyldiamine 
• 116153-37-8 4,4'-diphenyl-[5,5']bithiazolylidene-2,2'-dione-bis-phenylimine 
• 960129-94-6 tert-butyl 6-oxo-6-(4-phenylthiazol-2-ylamino)hexylcarbamate 
• 15850-23-4 LUF₅₇₂₄ 
• 87614-00-4 2-p-methylbenzoylamino-4-phenylthiazole 
• 14269-45-5 2-[(benzoyl)amino]-4-(phenyl)thiazole 
• 50591-72-5 LUF₅₇₂₈ 
• 1843-16-9 N,4-diphenyl-1,3-thiazol-2-amine 

Relevant academic research and scientific papers

DYEING COMPOSITION, DYED PRODUCT, AND AZO COLORING AGENT

Provided are a dyeing composition which contains an azo coloring agent represented by Formula 1 or 2, a dyed product which is obtained by being dyed with the dyeing composition, and a novel azo coloring agent. In Formulae 1 and 2, C1 represents a heteroaromatic group, A1 and B1 each independently represent a heteroaromatic group, an aromatic group, or a group having a methine structure, and at least one of A1 or B1 represents a heteroaromatic group, D1 represents an anthraquinonyl group, and E1 represents a heteroaromatic group, an aromatic group, or a group having a methine structure. [in-line-formulae]A1-N═N—C1—N═N—B1??Formula 1[/in-line-formulae] [in-line-formulae]D1-N═N-E1??Formula 2[/in-line-formulae]

Synthetic aspects and first-time assessment of 2-amino-1,3-selenazoles against Mycobacterium tuberculosis

Background: 2-aminoselenazoles became an important core in medicinal chemistry after the discovery of Ebselen and Ethaselen. Therefore, many researchers have reported the synthesis of small selenazole intermediates via Hantzsch cyclization using a wide array of methodologies and catalysts. Methods: In this work, we investigated the formation of 2-aminoselenazoles on various organic solvents and in water, under catalyst-free conditions. Moreover, these molecules and their 2-aminothiazoles analogues were assessed in vitro for their antitubercular activity against Mycobacterium tuberculosis and the results compared. Results: Instant reactions were observed when using polar aprotic solvents and all selenazoles were synthesized in water using sonochemistry. Furthermore, two selenazoles and one thiazole displayed activity in the μM range and the selenium heterocycles seems to be more potent than their sulphur analogues. Conclusion: This is the first study of selenazoles against M. tuberculosis. It is noteworthy that 2-amino-1,3-selenazoles are interesting synthetic intermediates that could be incorporated into novel prototypes against tuberculosis.

An Eco-friendly, Hantzsch-Based, Solvent-Free Approach to 2-Aminothiazoles and 2-Aminoselenazoles

We report a simple, fast, and eco-friendly solvent-free protocol for the synthesis of 2-aminothiazoles and 2-amino-1,3-selenazoles (16 examples) through Hantzsch condensation without the use of a catalyst. It is noteworthy that this type of procedure is unprecedented for the synthesis of 1,3-selenazoles. Reactions proceed to completion in a few seconds and products are obtained in moderate to excellent yields after easy workup. Moreover, the synthesis of 4-(2-amino-1,3-selenazol-4-yl)benzonitrile hydrobromide is reported for the first time.

Iminium Salts in Solid-State Syntheses Giving 100% Yield

Numerous reaction types in the field of iminium salts are performed in the gas-solid and solid-solid techniques in order to reach 100% yield. The stoichiometric runs are waste-free and do not require costly workup. Frequently, iminium salts were avoided, as acid catalysis was dispensable. Thioureas and α-halogenated ketones give a variety of 2-aminothiazoles via thiuronium salts in quantitative yield. A new intramolecular solid-state thermal condensation is reported. Enaminoketones are synthesized quantitatively from anilines and 1,3-diketones without catalysis and those can be used for quantitative solid-state 4-cascade reactions. Solid paraformaldehyde is used to produce methylene imines and internally trapped methylene iminium salts. Benzoylhydrazones are produced again without catalysis in the solid state. Vacuum and ball-mill techniques are particularly useful in the production of highly sensitive iminium salts. Hexahydro-1,3,5-triazines cyclorevert upon exposure to HCl gas to give solid arylmethylene iminium chlorides as new versatile reagents. These are used in arylaminomethylations of β-naphthol and of themselves to give Troeger's bases in 3-cascades. More direct are 4-cascade Troeger's base syntheses by dissolving hexahydro-1,3,5-triaryltriazines in trifluoroacetic acid. Alkylations of imines with trimethyloxonium tetrafluoroborate and triphenylmethyl cation give highly sensitive quaternary iminium salts in the ball-mill. The products are characterized by spectroscopic techniques and density functional theory (DFT) calculations at the B3LYP 6-31G* level. Molecular movements in the crystal and surface passivation are investigated with atomic force microscopy (AFM) techniques.

2-ARYLIMINO-3-THIAZOLINES - FORMATION OF UNUSUAL TAUTOMERS OF 2-ARYLAMINOTHIAZOLES BY A MODIFIED HANTZSCH SYNTHESIS

The reaction of thioureas with 3-bromomethyl-2-cyanocinnamonitrile gives the hydrobromides either of the 2-aminothiazoles or of the hitherto unknown 2-imino-3-thiazolines.

Reactions of α-Ketohydrozidoyl Halides with Some Heterocyclic Amines. Facile Synthesis of Arylazo Derivatives of Fused Heterocycles with a Bridgehead Nitrogen Atom

Arylazo derivatives of imidazothiazoles, imidazopyrazoles, imidazo-s-triazoles, imidazopyrimidines, and imidazopyridines were obtained in good yields from α-keto hydrazidoyl halides and 2-aminothiazole, 5-aminopyrazole, 5-aminotriazole, 2-aminopyrimidine, and 2-aminopyridine, respectively (cf.Tables I and II).The structures of the products were assigned and confirmed on the basis of their elemental analyses, spectra, and alternate synthesis wherever possible.