108288-50-2

Basic information

• Product Name: (4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE
• Synonyms: N-(2-methylphenyl)-4H-3,1-benzothiazin-2-amine
• CAS NO: 108288-50-2
• Molecular Formula: C₁₅H₁₄N₂S
• Molecular Weight: 0
• Mol File: 108288-50-2.mol

Chemical Properties

• Boiling Point: 416.6°Cat760mmHg
• Flash Point: 205.7°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 3.78E-07mmHg at 25°C
• Refractive Index: 1.656
• CAS DataBase Reference: (4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE(108288-50-2)
• EPA Substance Registry System: (4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE(108288-50-2)

Safety Data

• Hazardous Substances Data: 108288-50-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE is used as a key intermediate in the synthesis of various drugs and pharmaceuticals. Its unique structure allows for the development of new therapeutic agents with potential applications in treating a range of diseases and conditions.
Used in Medicinal Chemistry:
(4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE is utilized as a building block in the design and synthesis of novel compounds with potential biological activities. Its presence in these compounds can contribute to their therapeutic effects and enhance their pharmacological properties.
Used in Drug Discovery:
(4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE is employed as a starting material in the search for new drugs with improved efficacy and safety profiles. Its unique structure and potential therapeutic effects make it an attractive candidate for further research and development in drug discovery programs.
Used in Antioxidant Research:
(4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE has been studied for its potential antioxidant properties. Its ability to neutralize free radicals and protect cells from oxidative damage makes it a promising candidate for use in the development of antioxidants and other related health products.
Used in Anticancer Research:
(4H-BENZO[D][1,3]THIAZIN-2-YL)-O-TOLYL-AMINE has also been investigated for its anticancer properties. Its potential to inhibit the growth and proliferation of cancer cells, as well as its ability to modulate various signaling pathways involved in cancer progression, makes it a valuable compound for further research in oncology and cancer treatment.

InChI:InChI=1/C15H14N2S/c1-11-6-2-4-8-13(11)16-15-17-14-9-5-3-7-12(14)10-18-15/h2-9H,10H2,1H3,(H,16,17)

Upstream product

• 109768-57-2 C₂₀H₁₉N₃S 
• 108288-40-0 2-(bromomethyl)phenyl isothiocyanate 
• 95-53-4 o-toluidine 
• 109768-47-0 1-[2-(3-o-Tolyl-thioureido)-benzyl]-pyridinium; bromide 
• 5344-90-1 2-Aminobenzyl alcohol 
• 614-69-7 2-tolyl isothiocyanate 
• 109768-45-8 2-isothiocyanatobenzylpyridinium bromide 

Relevant articles and documents

P(III)-Mediated Cascade C-N/C-S Bond Formation: A Protocol towards the Synthesis of N,S-Heterocycles and Spiro Compounds

A P(III)-mediated entry towards construction of C?N/C?S bond has been devised. The developed heterocyclization method was exercised for the synthesis of a diverse range of N,S-heterocycles and related spiro molecules. P(NMe2)3 revealed the maximum efficacies under the aerobic reaction conditions and a spectrum of bis-nucleophiles, and isothiocyanates were tolerated well to serve the access of manifold immense molecules. (Figure presented.).

Reagent-Controlled Divergent Synthesis of 2-Amino-1,3-Benzoxazines and 2-Amino-1,3-Benzothiazines

A reagent-controlled chemoselective process has been devised for the synthesis of 4H-1,3-benzoxazines and related biologically important heterocycles in high yields under mild conditions. These scaffolds could be efficiently constructed using two different chemoselective reactions that rely on the choice of reagents and reaction conditions. The treatment of various 2-amino-arylalkyl alcohols with isothiocyanates afforded thiourea intermediates, which were reacted in situ with molecular iodine in the presence of triethylamine to give 2-amino-4H-1,3-benzoxazines, whereas the corresponding 2-amino-4H-1,3-benzothiazines were obtained by the reaction of thiourea intermediates in the presence of T3P (a mild cyclodehydrating agent) and triethylamine as the base. The described protocol represents the first example for the synthesis of 4H-1,3-benzoxazines via the dehydrosulfurization method using molecular iodine as the reagent.

SOME NUCLEOPHILIC REACTIONS OF 2-ISOTHIOCYANATOBENZYL BROMIDE. A NEW SIMPLE SYNTHESIS OF 2-SUBSTITUTED 4H-BENZO-THIAZINES

N-Bromosuccinimide reacts with O-tolyl isothiocyanate to afford 2-isothiocyanatobenzyl bromide, a new type of bifunctional synthon.Nucleophiles I(1-), SCN(1-), 4-CH3C6H4SO2(1-) and hexamethylenetetramine yield substitution products of bromine.Amines and phenols react exclusively with the NCS grouping under formation of unstable thioureas, which in turn cyclize to the corresponding 4H-benzothiazines.Structure of these compounds was corroborated by IR, 1H, 13C NMR and mass spectral data and backed by elemental analysis.

2-ISOTHIOCYANATOBENZYLPYRIDINIUM BROMIDE - AN INTERMEDIATE FOR THE SYNTHESIS OF 2-ARYLAMINO-4H-BENZOTHIAZINES

2-Bromomethylphenyl isothiocyanate reacts with pyridine to yield 2-isothiocyanatobenzylpyridinium bromide, which afforded N-aryl-N'-(2-benzylpyridinium)thiourea bromides.Deprotonization of the latter with aqueous NaOH gave N-aryl-N'-(2-benzylpyridinium) t