5407-51-2

Basic information

• Product Name: benzothiazole-2,6-diamine
• Synonyms: Benzothiazole, 2,6-diamino-;2,6-Benzothiazolediamine(9CI);(2-amino-1,3-benzothiazol-6-yl)amine;2,6-Diamine-benzo[d]thiazole;1,3-benzothiazole-2,6-diamine(SALTDATA: FREE);Benzo[d]thiazole-2,6-diaMine;2,6-Diaminobenzothiazole;6-Amino-2-aminobenzothiazole
• CAS NO: 5407-51-2
• Molecular Formula: C₇H₇N₃S
• Molecular Weight: 165.22
• Product Categories: BENZOTHIAZOLE
• Mol File: 5407-51-2.mol
• Article Data: 20

Chemical Properties

• Melting Point: 207 °C
• Boiling Point: 404.4°Cat760mmHg
• Flash Point: 198.4°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 9.49E-07mmHg at 25°C
• Refractive Index: 1.838
• Storage Temp.: 2-8°C(protect from light)
• PKA: 5.78±0.10(Predicted)
• CAS DataBase Reference: benzothiazole-2,6-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: benzothiazole-2,6-diamine(5407-51-2)
• EPA Substance Registry System: benzothiazole-2,6-diamine(5407-51-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5407-51-2(Hazardous Substances Data)

Usage

General Description

Benzothiazole-2,6-diamine, also known as 2-Aminothiophenol, is a chemical compound belonging to the benzothiazole family. It is commonly used as a dye intermediate, as well as in the production of pharmaceuticals, rubber chemicals, and corrosion inhibitors. Benzothiazole-2,6-diamine is also used in the manufacture of various types of polymers and as a precursor for the synthesis of other organic compounds. It is usually produced through the reaction of o-phenylenediamine with carbon disulfide and sodium hydroxide. The compound is known for its strong odor and should be handled with care due to its potential irritant properties.

InChI:InChI=1/C7H7N3S/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H,8H2,(H2,9,10)

Upstream product

• 6285-57-0 2-amino-6-nitrobenzothiazole 
• 7440-02-0 nickel 
• 3394-08-9 (4-amino-phenyl)-thiourea 
• 7440-44-0 pyrographite 
• 22307-44-4 6-acetylamino-2-aminobenzothiazole 

Downstream Products

• 95-24-9 6-chloro-2-aminobenzothiazole 
• 24984-19-8 1-(2-amino-benzothiazol-6-yl)-3-(4-isobutoxy-phenyl)-thiourea 
• 659742-86-6 1-(2-aminobenzothiazol-6-yl)-3-benzoylthiourea 
• 947403-51-2 C₂₁H₁₈ClN₅O₂S 
• 1609248-77-2 C₂₀H₁₃N₅O₂S₂ 
• 895533-26-3 1-[6-(6-Chloro-pyrimidin-4-ylamino)-benzothiazol-2-yl]-3-(2-methoxy-5-methyl-phenyl)-urea 
• 1819-51-8 N-phenyl-N'-(6-chloro)benzothiazolylthiocarbamide 
• 659742-87-7 1-(2-aminobenzothiazol-6-yl)thiourea 
• 138962-07-9 2-(2-Amino-benzothiazol-6-ylamino)-benzoic acid 

Relevant articles and documents

Dual Escherichia coli DNA Gyrase A and B Inhibitors with Antibacterial Activity

The emergence of multidrug-resistant bacteria is a global health threat necessitating the discovery of new antibacterials and novel strategies for fighting bacterial infections. We report first-in-class DNA gyrase B (GyrB) inhibitor/ciprofloxacin hybrids that display antibacterial activity against Escherichia coli. Whereas DNA gyrase ATPase inhibition experiments, DNA gyrase supercoiling assays, and in vitro antibacterial assays suggest binding of the hybrids to the E. coli GyrA and GyrB subunits, an interaction with the GyrA fluoroquinolone-binding site seems to be solely responsible for their antibacterial activity. Our results provide a foundation for a new concept of facilitating entry of nonpermeating GyrB inhibitors into bacteria by conjugation with ciprofloxacin, a highly permeable GyrA inhibitor. A hybrid molecule containing GyrA and GyrB inhibitor parts entering the bacterial cell would then elicit a strong antibacterial effect by inhibition of both the GyrA and GyrB subunits of DNA gyrase and potentially slow bacterial resistance development.

Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications

Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for the retention of various reducible functionalities and the compatibility of sensitive groups toward hydroboration, thereby providing a mild, chemoselective, and facile strategy to form anilines, as well as heteroaryl and aliphatic amine derivatives, with broad scope and particularly high turnover numbers (up to 1.8 × 106). Mechanistic studies, based on theoretical calculations, indicate that the CAAC ligand plays an important role in promoting polarity reversal of hydride of HBpin; it serves as an H-shuttle to facilitate deoxygenative hydroboration. The preparation of several commercially available pharmaceuticals by means of this strategy highlights its potential application in medicinal chemistry.

Trinuclear {Co2+-M3+-Co2+} complexes catalyze reduction of nitro compounds

This work presents synthesis and characterization of trinuclear {Co2+-Co3+-Co2+} and {Co2+-Fe3+-Co2+} complexes with accessible peripheral Co(ii) ions. Both trinuclear complexes function as efficient reusable heterogeneous catalysts for the selective reduction of assorted nitro compounds to the corresponding amines. The mechanistic investigations suggest the involvement of a Co(ii)-Co(i) cycle in the catalysis.