118090-09-8

Basic information

• Product Name: 2-Benzothiazolethiol(9CI)
• Synonyms: Benzo[d]thiazole-2-thiol;2-Benzothiazolethiol(9CI)
• CAS NO: 118090-09-8
• Molecular Formula: C7H5NS2
• Molecular Weight: 167.25
• Product Categories: BENZOTHIAZOLE
• Mol File: 118090-09-8.mol
• Article Data: 98

Chemical Properties

• Boiling Point: 281.3±23.0 °C(Predicted)
• Appearance: /
• Density: 1.407±0.06 g/cm3(Predicted)
• PKA: 6.51±0.10(Predicted)
• CAS DataBase Reference: 2-Benzothiazolethiol(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolethiol(9CI)(118090-09-8)
• EPA Substance Registry System: 2-Benzothiazolethiol(9CI)(118090-09-8)

Safety Data

• Hazardous Substances Data: 118090-09-8(Hazardous Substances Data)

Usage

General Description

2-Benzothiazolethiol (9CI) is a chemical compound that is also known as 2-Mercapto-Benzothiazole. It is a white to slightly yellow crystalline powder with a distinct odor. 2-Benzothiazolethiol(9CI) is used as a chemical intermediate in the production of rubber accelerators, dyes, and pharmaceuticals. It also has applications in the production of pesticides, corrosion inhibitors, and as a component in some adhesives and sealants. 2-Benzothiazolethiol (9CI) is considered to be a hazardous substance and should be handled with care due to its potential to cause skin and eye irritation, as well as respiratory and digestive tract issues if swallowed or inhaled.

Upstream product

• 96-36-6 methyl phosphite 
• 26773-69-3 N-(phenylmethyl)-2-benzothiazolesulfenamide 
• 762-04-9 Diethyl phosphonate 
• 691-96-3 diisopropyl phosphite 
• 64370-26-9 methyl (2R,3R)-2-(2'-benzothiazolylthio)-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate 
• 60-24-2 2-hydroxyethanethiol 
• 2720-65-2 N,N-diethylbenzo[d]thiazole-2-sulfenamide 
• 75-15-0 carbon disulfide 
• 62-53-3 aniline 
• 102-77-2 4-(benzothiazole-2-sulfenyl)-morpholine 
• 2253-43-2 O_.O-Dipropyl-dithyophosphat 
• 93779-31-8 benzyl (1S,3S,5S)-2-azabicyclo<3.3.0>octane-3-carboxylate 
• 124492-03-1 N-[1(S)-ethoxycarbonyl-3-phenylpropyl]-(S)-alanine-2'-benzothiazolylthio ester 
• 83508-14-9 benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate 

Downstream Products

• 27410-41-9 3-(4-morpholinomethyl)-1,3-benzothiazole-2(3H)-thione 
• 72603-52-2 [1-methyl-4-(morpholine-4-carbothioylsulfanyl)-2,5-dioxo-2,5-dihydro-pyrrol-3-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid ethyl ester 
• 72603-51-1 (4-benzothiazol-2-ylsulfanyl-1-methyl-2,5-dioxo-2,5-dihydro-pyrrol-3-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid ethyl ester 
• 146724-14-3 (3-nitril-2-pyridyl)-2-thiobenzothiazole 
• 293760-83-5 2-(thiomethyl-2'-benzothiazolyl)benzimidazole 
• 79420-09-0 2-(Benzothiazol-2-ylsulfanyl)-N-thiazol-2-yl-acetamide 
• 4767-00-4 3-(benzothiazol-2-ylthio)propionic acid 
• 79420-11-4 2-(Benzothiazol-2-ylsulfanyl)-N-[4-(4-methoxy-phenyl)-thiazol-2-yl]-acetamide 
• 105247-17-4 N-(3,5-di(tert-butyl)-4-hydroxybenzyl)benzothiazole-2-thione 
• 66085-20-9 3-hydroxy-2-phenylthiazolo<2,3-b>benzothiazolium hydroxide 
• 89805-98-1 (2E)-2-but-2-en-1-ylthiobenzothiazole 
• 31898-79-0 4-(Benzothiazol-2-thio)-azetidin-2-on 
• 89969-37-9 Potassium 3-(benzothiazol-2-yl-thio)-2-hydroxypropanesulfonate 
• 25176-72-1 3-(2-Benzothiazolylthio)propionitrile 

Relevant articles and documents

Studies and X-ray determinations with 2-(acetonylthio)benzothiazole: Synthesis of 2-(benzothiazol-2-ylthio)-1-phenylethanone and 2-(acetonylthio) benzothiazole by C - S bond cleavage of 2-(acetonylthio)benzothiazole in KOH

New route for the synthesis of 2-(benzothiazol-2-ylthio)-1-phenylethanone (6) and 2-(acetonylthio)benzothiazole (1) by using phenacyl bromide and α-chloroacetone, respectively, through carbon-sulfur bond cleavage reactions in a basic medium has been generated. Treatment of 1 with malononitrile and elemental sulfur afforded the corresponding derivative of 2-amino-3-cyanothiophene (12), whereas treatment of 1 with cyanoacetohydrazide afforded the corresponding derivative of cyanoacetylhydrazone derivative (13). The structure of the synthesis compounds has been established on the basis of elemental analyses, 1H-NMR, 13C-NMR, correlation spectroscopy, heteronuclear single quantum coherence, MS spectra, and X-ray crystallographic investigations.

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Reactions of disulfides derived from penicillin sulfoxides with tertiary phosphines in presence of carboxylic acids

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Coordination modes of 2-mercapto-1,3-benzothiazolate in gallium and indium complexes

2-Mercapto-1,3-benzothiazole (mbztH) may act as a chelating or bridging ligand. In this study, reactions of mbztH with Me3Ga and Me3In were examined. The products were characterized by NMR spectroscopy, elemental analyses, melting point, and molecular weight determinations. Formation of mononuclear chelating complexes Me2M(mbzt) (M?=?Ga, In) was observed in solutions. Crystallization of Me2M(mbzt) yielded uncommon non-symmetrical dinuclear complexes Me4M2(mbzt)2, in which one metal is bonded to two sulfurs and the other to two nitrogens.

A modified procedure for synthesis of the side chain of ceftazidime-activated thioester

A modified procedure for synthesis of the side chain of ceftazidime-activated thioester has been established. This key intermediate of ceftazidime was obtained by a more eco-friendly process than conventional methods, and the yield was much higher (up to

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A chemical looping technology for the synthesis of 2,2′-dibenzothiazole disulfide

A novel chemical looping technology for the synthesis of 2,2′-dibenzothiazole disulfide (MBTS) with zero emissions has been developed. Through chemical cycling between carbonate and bicarbonate in the reaction system, the insoluble 2-mercaptobenzothiazole (MBT) can become soluble in the aqueous phase of sodium carbonate and then be oxidized efficiently by hydrogen peroxide and the absorption of CO2 with high selectivity. The mother liquor can be totally recycled by the desorption of CO2 without any generation of salt-containing wastewater. With the new synthesis technology, the product has high purity and reaches the standard of a superior product that can be applied as a vulcanization accelerator. When 5.0 wt% hydrogen peroxide was added dropwise over 40 min at 50 °C, the conversion ratio of MBT was over 98%. The mother liquor was recycled 5 times and no side-products were found. The whole process is clean and pollution-free, which greatly reduces the burden of hazardous waste treatment and brings great environmental benefits.

Benzo[d]thiazole-2-thiol bearing 2-oxo-2-substituted-phenylethan-1-yl as potent selectivelasBquorum sensing inhibitors of Gram-negative bacteria

Quorum sensing is a well-known term for describing bacterial cell-cell communication. Bacteria use quorum sensing pathways to respond to external factors such as nutrient availability, defense mechanisms, and coordinate host toxic behaviors such as biofilm formation, virulence production, and other pathogenesis. Discovery of novel compounds which inhibit quorum sensing without being antibiotic are currently emerging fields. Herein, the library of fifteen benzo[d]thiazole/quinoline-2-thiol bearing 2-oxo-2-substituted-phenylethan-1-yl compounds was designed, synthesized and evaluated to find novel quorum sensing inhibitors. Firstly, compounds were evaluated for their growth inhibitory activities at high concentrations up to 1000 μg mL?1towardPseudomonas aeruginosa. Under our conditions, twelve compounds showed moderate growth inhibitory activities in the concentration tested. To our delight, three compounds3,6and7do not affect the growth of the bacteria which were chosen for the evaluation of quorum sensing inhibitor activities. In theLasBsystem, our compounds3,6,7showed promising quorum-sensing inhibitors with IC50of 115.2 μg mL?1, 182.2 μg mL?1and 45.5 μg mL?1, respectively. In thePqsRsystem, no activity observed suggesting that the selectivity of the compound toward theLasBsystem. In addition,7showed the moderate anti-biofilm formation ofPseudomonas aeruginosa. Docking studies revealed that3,6and7binding to the active site ofPseudomonas aeruginosaquorum sensingLasRsystem with better affinity compared to reference compounds4-NPO. Finally, computation calculations suggest that compounds are a good template for further drug development.

Preparation method of mercapto-substituted nitrogen heterocyclic compound

The invention discloses a preparation method of sulfhydryl substituted nitrogen heterocyclic compounds. The preparation method comprises the following steps: a substituted aniline compound and a disulfide compound are subjected to a stirring reaction in an organic solvent at 60-150 DEG C for 1-15 h, after the reaction, a product is cooled to room temperature and dissolved and diluted by ethanol and water, then acid is added for acidification until pH reaches 1-6, and filtering and drying are performed finally. The preparation process is simple, low in cost and easy to operate and produces little environmental pollution.