2757-92-8

Basic information

• Product Name: 2-(ETHYLTHIO)BENZOTHIAZOLE
• Synonyms: 2-(ethylthio)-benzothiazol;2-(ETHYLTHIO)BENZOTHIAZOLE;Benzothiazole, 2-(ethylthio)- (6CI,7CI,8CI,9CI);2-(ethylthio)-1,3-benzothiazole;2-ethylsulfanyl-1,3-benzothiazole
• CAS NO: 2757-92-8
• Molecular Formula: C₉H₉NS₂
• Molecular Weight: 195.3
• EINECS: 220-418-9
• Product Categories: BENZOTHIAZOLE;E-F;Stains and Dyes;Stains&Dyes, A to
• Mol File: 2757-92-8.mol

Chemical Properties

• Melting Point: 26 °C
• Boiling Point: 178 °C18 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.226 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000937mmHg at 25°C
• Refractive Index: n20/D 1.658(lit.)
• PKA: 1.04±0.10(Predicted)
• CAS DataBase Reference: 2-(ETHYLTHIO)BENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ETHYLTHIO)BENZOTHIAZOLE(2757-92-8)
• EPA Substance Registry System: 2-(ETHYLTHIO)BENZOTHIAZOLE(2757-92-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 2757-92-8(Hazardous Substances Data)

Usage

Uses

2-?(Ethylthio)?benzothiazole is a cellular dye/stain. Dyes and metabolites.

InChI:InChI=1/C9H9NS2/c1-2-11-9-10-7-5-3-4-6-8(7)12-9/h3-6H,2H2,1H3

Upstream product

• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 64-67-5 diethyl sulfate 
• 7778-70-3 potassium 2-mercaptobenzothiazolate 
• 814-49-3 diethyl chlorophosphate 
• 74-96-4 ethyl bromide 
• 30463-59-3 tetrapropyl-diamidophosphoric acid ethyl ester 
• 95-33-0 N-(cyclohexyl)benzothiazole-2-sulfenamide 
• 2632-88-4 ethyl N,N'-tetraethyldiamidophosphite 
• 149-30-4 2-Mercaptobenzothiazole 
• 122-51-0 orthoformic acid triethyl ester 
• 95-16-9 1,3-Benzothiazole 
• 6476-71-7 sodium S-ethylthiosulfate 
• 60683-30-9 ethyl N,N′-diisopropylcarbamimidate 
• 762-04-9 phosphonic acid diethyl ester 

Downstream Products

• 70591-60-5 2-ethylsulfanyl-3-methyl-benzothiazolium; toluene-4-sulfonate 
• 5231-22-1 3-ethyl-2-ethylsulfanyl-benzothiazolium; toluene-4-sulfonate 
• 1074-18-6 N-ethyl-o-aminothiophenol 
• 112177-89-6 2-benzothiazol-2-yl-1-(p-tolyl)pentan-1-ol 
• 110307-03-4 benzo[d]thiazol-2-yl(p-tolyl)methanol 
• 428517-57-1 2-(1-fluoroethylsulfanyl)benzothiazole 
• 2591-11-9 benzthiazol-2-yl ethyl sulphone 
• 68006-75-7 (3-ethyl-benzothiazol-2-yl)-(3-ethyl-benzoxazol-2-yl)-methinium ; iodide 
• 16025-99-3 1-ethyl-2-(3-ethyl-3H-benzothiazol-2-ylidenemethyl)-quinolinium; iodide 

Relevant articles and documents

Ag-Cu copromoted direct C2-H bond thiolation of azoles with Bunte salts as sulfur sources

A direct C2-H thiolation of azoles with Bunte salts was achieved under the combined action of copper and silver salts. This protocol could furnish various substituted 2-thioazoles in moderate to good yields. This method has a broad substrate scope and shows good functional group tolerance.

Novel 3-methyl-2-alkylthio benzothiazolyl-based ionic liquids: Synthesis, characterization, and antibiotic activity

Three series of novel 3-methyl-2-alkylthio benzothiazolyl ionic liquids (ILs) were synthesized for the first time. After structural identification, their melting point, solubility, and thermostability together with antibiotic activity were determined successively. As a result, 3-methyl-2-alkylthio benzothiazolyl p-toluene sulfonate was found to have the highest antibacterial activity among the three series of ILs. Meanwhile, it has a good solubility in water as well. On the basis of comprehensive comparison with similar compounds, the effect of cations and anions of these benzothiazolium ILs on typical physical properties together with antibiotic performance was explored and discussed, which is very beneficial to take the greatest advantage of their structural designability for various purposes. Furthermore, the experiment data preliminarily discovered the relationships of the structure-properties/activities of the above three kinds ILs to a certain extent, which can provide useful references for future research and for the potential application of these new ILs as surfactant antiseptics or agricultural chemicals.

A novel synthesis of 2-alkylthiobenzothiazoles and 2-alkylthiobenzoxazoles

3H-Benzothiazole-2-thione and 3H-benzoxazole-2-thione were selectively S-alkylated by use of O-alkylisoureas as the alkylating reagents. The reactions could be performed under mild reaction conditions in short reaction times, and high yields were obtained using O-primary-alkylisoureas, whereas low yields were obtained with sec-and tert-alkylisoureas.

Alkylation of SH-heterocycles with diethyl phosphite using tetrachloroethylene as an efficient solvent

Treatment of mercapto-heterocyclic compounds with diethyl phosphite in the presence of 4-dimethylaminopyridine (DMAP) in tetrachloroethylene has given the S-ethylated product in good yields and high chemoselectivity. This procedure is compatible with a wide range of SH-compounds such as 1,3,4-oxadiazole-2-thiol, 1,3,4-thiadiazole-2-thiol, benzo[d]thiazole-2-thiol, and substituted benzenethiol. Copyright

Thermal reactions of β-hydroxysulfides bearing benzothiazole: Sulfenic acid trapping via a spiro intermediate

Benzothiazolyl 2-hydroxyethyl sulfoxide (1a) was found to afford bis[2-(2-oxobenzotiazolyl)-ethyl] disulfide (2a) in the presence of DBU at rt. 2a was formed by the condensation of corresponding sulfenic acid intermediate. Thermolyses of 1a in the presence of ethyl propiolate at 60-140C were carried out to succeed to trap sulfenic acid 6a as an intermediate. Trapping of 2-benzothiazolyloxyenthanesulfenic acid (6a) revealed that the thermal reaction proceeded via a five-membered spiro intermediate 5a. Copyright Taylor & Francis Group.

An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature

A series of 2-alkylthio derivatives of hetaryl thiols were synthesized by selective S-alkylation with alkyl halides (bromides and iodides) with ultrasonic irradiation at room temperature. The reaction was found to be generally applicable to hetaryl thiol derivatives with different substituents in the aromatic nucleus and various alkyl halides. The reaction gives high to excellent yields of products with high purity.

Fly-ash-supported synthesis of 2-mercaptobenzothiazole derivatives under microwave irradiation

Microwave-assisted, solvent-free alkylation and acylation of 2-mercaptobenzothiazole has been attempted using silica gel, alumina, and a new solid support, fly ash. Fly ash, a waste generated at thermal power stations, could be used as solid support just as efficiently as commercial supports. The additional features of methodology include a much faster reaction, easy workup, higher yields, higher purity of the products, and an ecofriendly approach. Copyright Taylor & Francis Group, LLC.

1,3,5-SUBSTITUTED PHENYL DERIVATIVE COMPOUNDS USEFUL AS BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE

The present invention is directed to 1,3,5-phenyl substituted derivative compounds which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

Preparation of monofluoroalkenes

There is described a process for the preparation of compounds of formula I in whichR is hydrogen, optionally substituted alkyl, optionally substituted alkenyl optionally substituted cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclyl, andR1 and R2 are hydrogen, an organic radical or together with the ring to which they are attached, form an optionally substituted ring, which may contain one or more hetero atoms, which comprises reacting a compound of formula II with a compound of formula III in which the ring Q is an optionally substituted heteroaromatic ring, which optionally comprises one or more further hetero atoms and to which is optionally fused an optionally substituted ring.