56278-50-3

Basic information

• Product Name: Benzothiazole-2-acetonitrile
• Synonyms: BENZOTHIAZOLE-2-ACETONITRILE;BENZOTHIAZOL-2-YL-ACETONITRILE;2-Benzothiazoleacetonitrile(9CI);2-(2-Aminothiazol-4-yl);2-Benzothiazol acetonitrile;2-(benzo[d]thiazol-2-yl)acetonitrile;2-(Cyanomethyl)benzothiazole;2-Benzothiazoleacetonitrile,98%
• CAS NO: 56278-50-3
• Molecular Formula: C₉H₆N₂S
• Molecular Weight: 174.22
• EINECS: 627-570-9
• Product Categories: BENZOTHIAZOLE;Nitrogen cyclic compounds;Sulphur Derivatives;Thiazoles, Isothiazoles &Benzothiazoles;API intermediates;Thiazoles, Isothiazoles & Benzothiazoles;Building Blocks;Heterocyclic Building Blocks;Thiazoles
• Mol File: 56278-50-3.mol

Chemical Properties

• Melting Point: 98-101 °C(lit.)
• Boiling Point: 329.6 °C at 760 mmHg
• Flash Point: 153.1 °C
• Appearance: /
• Density: 1.315 g/cm³
• Storage Temp.: 2-8°C
• PKA: 0.10±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 128460
• CAS DataBase Reference: Benzothiazole-2-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiazole-2-acetonitrile(56278-50-3)
• EPA Substance Registry System: Benzothiazole-2-acetonitrile(56278-50-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 56278-50-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Benzothiazole-2-acetonitrile is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows it to be a valuable component in the synthesis of complex molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, Benzothiazole-2-acetonitrile is used as a key building block for the development of new drugs. Its reactivity and structural properties make it suitable for the synthesis of bioactive molecules with potential therapeutic applications.
Used in Agrochemicals:
Benzothiazole-2-acetonitrile is also utilized in the agrochemical industry for the synthesis of various agrochemical products. Its incorporation into these products can enhance their effectiveness and contribute to improved agricultural practices.
Used in Dye Stuffs:
In the dyestuffs industry, Benzothiazole-2-acetonitrile is employed as a starting material for the production of dyes and pigments. Its chemical properties enable the creation of a wide range of colors and hues, making it a valuable asset in the development of new dyes.
Used in the Preparation of 3-aryl-1-[(E)-cyanomethylidene]-1H-pyrido[2,1-b]benzothiazole-4-carbonitriles:
Benzothiazole-2-acetonitrile is used as a reactant in the synthesis of 3-aryl-1-[(E)-cyanomethylidene]-1H-pyrido[2,1-b]benzothiazole-4-carbonitriles. This application is achieved through its reaction with 6-aryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile, showcasing its versatility in chemical reactions.
Used in the Synthesis of Pyrrolones:
Benzothiazole-2-acetonitrile may be employed in the preparation of pyrrolones, which are important intermediates in the synthesis of 1-acyl-3-aryl-3H-pyrrolo[2′,3′:4,5]pyrimido[6,1-b]benzothiazol-6-ium-2-olates. These complex molecules have potential applications in various fields, further highlighting the utility of Benzothiazole-2-acetonitrile as a synthetic building block.

InChI:InChI=1/C9H6N2S.ClH/c10-6-5-9-11-7-3-1-2-4-8(7)12-9;/h1-4H,5H2;1H

Upstream product

• 7357-70-2 Cyanothioacetamide 
• 615-43-0 2-iodophenylamine 
• 137-07-5 2-amino-benzenethiol 

Downstream Products

• 40442-42-0 (4E)-2-(1,3-benzothiazol-2-yl)-5-[4-(dimethylamino)phenyl]penta-2,4-dienenitrile 
• 91417-72-0 benzothiazol-2-yl-(4-bromo-phenylhydrazono)-acetonitrile 
• 91417-70-8 benzothiazol-2-yl-p-tolylhydrazono-acetonitrile 
• 85460-26-0 (E)-2-(benzo[d]thiazol-2-yl)-3-phenylacrylonitrile 
• 85460-28-2 (E)-2-(benzo[d]thiazol-2-yl)-3-(4-methoxyphenyl)acrylonitrile 
• 4121-72-6 benzothiazol-2-yl-(4-dimethylamino-phenylimino)-acetonitrile 
• 120-75-2 2-Methylbenzothiazole 
• 82928-10-7 2-(benzo[d]thiazol-2-yl)ethan-1-amine 
• 58629-06-4 2-(1,3-benzothiazol-2-yl)-1-(2,4-dihydroxyphenyl)ethanone 
• 136773-71-2 1-(benzothiazol-2-yl)-1-cyano-4-phenylbuta-1,3-diene 
• 134407-88-8 (E)-3-(5-Benzenesulfonyl-furan-2-yl)-2-benzothiazol-2-yl-acrylonitrile 
• 103897-17-2 2-benzamido-4-cyano-1-oxopyrido<2,1-b>benzothiazole 
• 85460-35-1 1-Amino-3-(4-methoxyphenyl)-3H-pyrido<2,1-b>benzothiazol-2,4-dicarbonitrile 
• 85460-33-9 1-Amino-3-phenyl-3H-pyrido<2,1-b>benzothiazol-2,4-dicarbonitrile 

Relevant articles and documents

Benzimidazole-based turn-on fluorescence probe developed for highly specific and ultrasensitive detection of hypochlorite ions in living cells

Hypochlorite (ClO?), as one of the active oxygen species (ROS), plays an essential role in the cellular defence system and organism immunity. In this paper, we successfully synthesized a new ‘turn-on’ fluorescent probe BMF based on benzimidazole and characterized it by spectroscopic methods. The designed probe can quickly respond to ClO? with the obvious colour change from pink to colourless. Notably, the probe BMF exhibited almost no fluorescence, but showed strong fluorescence after adding ClO?, including an excellent fluorescence turn-on effect. The fluorescence turn-on phenomenon of BMF was attributed to the strong oxidation of ClO?, which severed the connecting double bond and disrupted the intramolecular charge transfer (ICT) system, plus light-induced electron transfer effect between the fluorophore and the recognition group was discontinued. In addition, the cytotoxicity assay showed that the probe had lower cytotoxicity. Based on these advantages, we demonstrated that probe BMF might be a good candidate for detecting ClO? in biological systems.

Condensation of thioamides with 2-aminothiophenols: A versatile synthesis of benzothiazoles

Thioamides condense with 2-aminothiophenols under convenient and mild conditions to provide a variety of simple and functionalized benzothiazoles in fair to good yields.

Palladium(0)-catalyzed Synthesis of 2-Alkylbenzothiazoles by a Novel Thiation of 1-Amino-2-iodoarenes with Thioamides

Pd(0) catalyzed the reaction of 1-amino-2-iodoarenes with thioamides giving rise to 2-XCH2-substituted benzothiazoles (X=H, CH3, OCH3, and CN) directly.