7210-75-5

Basic information

• Product Name: 2-BENZOYLTHIAZOLE
• Synonyms: 2-BENZOYLTHIAZOLE;Phenyl(2-thiazolyl) ketone
• CAS NO: 7210-75-5
• Molecular Formula: C₁₀H₇NOS
• Molecular Weight: 189.23
• Mol File: 7210-75-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-BENZOYLTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZOYLTHIAZOLE(7210-75-5)
• EPA Substance Registry System: 2-BENZOYLTHIAZOLE(7210-75-5)

Safety Data

• Hazardous Substances Data: 7210-75-5(Hazardous Substances Data)

Upstream product

• 879-52-7 phenyl-thiazol-2-yl-methanol 
• 134271-27-5 3-Phenyl-1,2,3-triazolo<5,1-b>thiazole 
• 79265-30-8 2-(trimethylsilyl)thiazole 
• 98-88-4 benzoyl chloride 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(Z)-ylidene]-hydrazine 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(E)-ylidene]-hydrazine 
• 3034-53-5 2-bromo-1,3-thiazole 
• 100-47-0 benzonitrile 
• 65-85-0 benzoic acid 
• 288-47-1 1,3-thiazole 
• 10364-94-0 1-benzoylimidazole 
• 140-29-4 phenylacetonitrile 
• 18732-64-4 2-benzyl-4,5-dihydro-thiazole 
• 100-52-7 benzaldehyde 

Downstream Products

• 24295-23-6 (2,2-dimethoxy-ethyl)-(phenyl-thiazol-2-yl-methylene)-amine 
• 24295-07-6 phenyl-thiazol-2-yl-methanone oxime 
• 132499-96-8 BTNPHTS 
• 133543-90-5 3-(2-thiazolylcarbonyl)benzenesulfonic acid 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(Z)-ylidene]-hydrazine 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(E)-ylidene]-hydrazine 
• 24288-01-5 8-phenyl-thiazolo[3,2-a]pyrazinylium; bromide 
• 24295-16-7 7-oxy-8-phenyl-thiazolo[3,2-a]pyrazinylium; bromide 
• 1086277-38-4 (E/Z)-ethyl 3-phenyl-3-(thiazol-2-yl)prop-2-enoate 
• 1452128-83-4 2-(1-phenylvinyl)thiazole 
• 93001-83-3 2-(α-Phenylacetoxymethyl)thiazole 
• 134271-31-1 2-(Dibromo-phenyl-methyl)-thiazole 
• 879-52-7 phenyl-thiazol-2-yl-methanol 
• 134271-27-5 3-Phenyl-1,2,3-triazolo<5,1-b>thiazole 

Relevant articles and documents

Photoinduced remote heteroaryl migration accompanied by cyanoalkylacylation in continuous flow

A photoinduced 1,4-heteroaryl migration from a carbon center to a nitrogen center accompanied by a cyanoalkylacylation of heterocyclic-substituted azidyl homoallylic alcohols and cycloketone oxime esters has been described. This simple and powerful protoc

Photoenzymatic Hydrogenation of Heteroaromatic Olefins Using ‘Ene’-Reductases with Photoredox Catalysts

Flavin-dependent ‘ene’-reductases (EREDs) are highly selective catalysts for the asymmetric reduction of activated alkenes. This function is, however, limited to enones, enoates, and nitroalkenes using the native hydride transfer mechanism. Here we demonstrate that EREDs can reduce vinyl pyridines when irradiated with visible light in the presence of a photoredox catalyst. Experimental evidence suggests the reaction proceeds via a radical mechanism where the vinyl pyridine is reduced to the corresponding neutral benzylic radical in solution. DFT calculations reveal this radical to be “dynamically stable”, suggesting it is sufficiently long-lived to diffuse into the enzyme active site for stereoselective hydrogen atom transfer. This reduction mechanism is distinct from the native one, highlighting the opportunity to expand the synthetic capabilities of existing enzyme platforms by exploiting new mechanistic models.

A convenient synthesis of 2-acyl benzothiazoles/thiazoles from benzothiazole/thiazole and N,N'-carbonyldiimidazole activated carboxylic acids

A convenient and efficient strategy for the synthesis of 2-acyl benzothiazoles/thiazoles has been developed. The treatment of benzothiazole/thiazole with allylic Grignard reagents readily generates the corresponding 2-Grignard reagents, which is followed by a reaction with N,N'-carbonyldiimidazole activated carboxylic acids to afford various 2-acyl benzothiazoles/thiazoles products. The synthetic method is applicable to a wide array of carboxylic acids and allows easy access to 2-acyl benzothiazoles/thiazoles with considerable yields under mild reaction conditions.

DMAP-catalyzed regel-type direct C-2 (Hetero)aroylation of oxazoles and thiazoles derivatives with acid chlorides

A Regel-type transition-metal-free direct C-2 aroylation of (benzo)oxazoles, (benzo)thiazoles and 1,3,4-oxadiazoles with acid chlorides catalyzed by N,N-dimethyl-4-aminopyridine (DMAP) is described. This methodology is effective with several aroyl and het

DDQ-induced dehydrogenation of heterocycles for c-c double bond formation: Synthesis of 2-thiazoles and 2-oxazoles

Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.

Acylguanidines as bioisosteres of guanidines: NG-acylated imidazolylpropylguanidines, a new class of histamine h2 receptor agonists

N1-Aryl(heteroaryl)alkyl-N2-[3-(1H-imidazol-4-yl) propyl]guanidines are potent histamine H2-receptor (H2R) agonists, but their applicability is compromised by the lack of oral bioavailability and CNS penetration. To improve pharmacokinetics, we introduced carbonyl instead of methylene adjacent to the guanidine moiety, decreasing the basicity of the novel H2R agonists by 4-5 orders of magnitude. Some acylguanidines with one phenyl ring were even more potent than their diaryl analogues. As demonstrated by HPLC-MS, the acylguanidines (bioisosteres of the alkylguanidines) were absorbed from the gut of mice and detected in brain. In GTPase assays using recombinant receptors, acylguanidines were more potent at the guinea pig than at the human H2R. At the hH1R and hH3R, the compounds were weak to moderate antagonists or partial agonists. Moreover, potent partial hH4R agonists were identified. Receptor subtype selectivity depends on the imidazolylpropylguanidine moiety (privileged structure), opening an avenue to distinct pharmacological tools including potent H4R agonists.

Heteroaryl manganese reagents: Direct preparation and reactivity studies

Direct preparation of various heteroaryl manganese reagents was performed by using highly active manganese (Mn*) and heteroaryl halides. The resulting organomanganese reagents were coupled with electrophiles such as aryl halides, vinyl halides, and benzoyl chlorides under mild reaction conditions. The corresponding coupling products were obtained in good yields.

Ru3(CO)12-Catalyzed intermolecular cyclocoupling of ketones, alkenes or alkynes, and carbon monoxide. [2 + 2 + 1] Cycloaddition strategy for the synthesis of functionalized γ-butyrolactones

The ruthenium-catalyzed intermolecular cyclocoupling of ketones (or aldehydes), alkenes (or alkynes), and CO, which leads to γ-butyrolactones, is described. The reaction represents the first example of the catalytic synthesis of heterocycles via an interm

An unusual oxidation of thiazol-2-ylmethanol in hydrolytic conditions

The treatment of aryl and heteroaryl thiazol-2-ylmethanols with sulfuric acid in a dimethoxyethane-water mixture at 80 deg C gave the corresponding ketone as the only product in good yields. All the data are agreement with a mechanism involving the format

1,2,3-TRIAZOLOTHIAZOLES; SYNTHESIS AND PROPERTIES

The synthesis of 1,2,3-triazolothiazole (15) and its 3-methyl- (16) and 3-phenyl- (17) derivatives is reported, together with their spectra, quaternisation, and ring opening reactions.