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
• Article Data: 3

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

Different sources of media describe the Uses of 56278-50-3 differently. You can refer to the following data:
1. 2-Benzothiazoleacetonitrile is used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dye stuffs.
2. 2-Benzothiazoleacetonitrile may be used for the preparation of 3-aryl-1-[(E)-cyanomethylidene]-1H-pyrido[2,1-b]benzothiazole-4-carbonitriles, via reaction with with 6-aryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile. It may be employed in the preparation of pyrrolones, which can be used for the synthesis of 1-acyl-3-aryl-3H-pyrrolo[2′,3′:4,5]pyrimido[6,1-b]benzothiazol-6-ium-2-olates.

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

Downstream Products

• 300556-29-0 (3-benzothiazol-2-yl-2-oxo-2H-chromen-7-yloxy)-acetic acid ethyl ester 

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.

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.