109768-66-3

Basic information

• Product Name: (4H-BENZO[D][1,3]THIAZIN-2-YL)-PHENYL-AMINE
• Synonyms: (4H-Benzo[d][1,3]thiazin-2-yl)-phenyl-amine; 4H-3,1-benzothiazin-2-amine, N-phenyl-; N-Phenyl-4H-3,1-benzothiazin-2-amine
• CAS NO: 109768-66-3
• Molecular Formula: C₁₄H₁₂N₂S
• Molecular Weight: 240.32
• Mol File: 109768-66-3.mol

Chemical Properties

• Boiling Point: 411.7°Cat760mmHg
• Flash Point: 202.8°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 5.47E-07mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: (4H-BENZO[D][1,3]THIAZIN-2-YL)-PHENYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (4H-BENZO[D][1,3]THIAZIN-2-YL)-PHENYL-AMINE(109768-66-3)
• EPA Substance Registry System: (4H-BENZO[D][1,3]THIAZIN-2-YL)-PHENYL-AMINE(109768-66-3)

Safety Data

• Hazardous Substances Data: 109768-66-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4H-BENZO[D][1,3]THIAZIN-2-YL)-PHENYL-AMINE is used as a building block for the synthesis of various pharmaceuticals and bioactive compounds. Its unique structure allows for the creation of a wide range of molecules with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, (4H-BENZO[D][1,3]THIAZIN-2-YL)-PHENYL-AMINE serves as a key intermediate for the preparation of complex organic molecules. Its thiazine ring and phenyl group provide a foundation for further chemical modifications, enabling the development of novel compounds with diverse properties and applications.
Used in Medicinal Chemistry:
(4H-BENZO[D][1,3]THIAZIN-2-YL)-PHENYL-AMINE is utilized in medicinal chemistry as a starting point for the design and development of new drugs. Its structural features can be exploited to target specific biological pathways or receptors, potentially leading to the discovery of innovative treatments for various diseases and conditions.

InChI:InChI=1/C14H12N2S/c1-2-7-12(8-3-1)15-14-16-13-9-5-4-6-11(13)10-17-14/h1-9H,10H2,(H,15,16)

Upstream product

• 405934-28-3 1-[2-(hydroxymethyl)phenyl]-3-phenylthiourea 
• 109768-56-1 C₁₉H₁₇N₃S 
• 62-53-3 aniline 
• 109768-46-9 1-[2-(3-Phenyl-thioureido)-benzyl]-pyridinium; bromide 
• 108288-40-0 2-(bromomethyl)phenyl isothiocyanate 
• 109768-45-8 2-isothiocyanatobenzylpyridinium bromide 
• 5344-90-1 2-Aminobenzyl alcohol 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 62-53-3 aniline 
• 95-53-4 o-toluidine 

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.

A Bench-Stable Vilsmeier Reagent for in situ Alcohol Activation: Synthetic Application in the Synthesis of 2-Amino-2-Thiazolines

A robust, chemoselective direct condensation/cyclization of thioureas and amino alcohols is described. Employing a bench-stable Vilsmeier reagent, methoxymethylene- N, N -dimethyliminium methyl sulfate, the selective in situ activation of alcohols is achieved with high efficiency and broad functional-group tolerance. The reversible interaction of the Vilsmeier reagent with substrate was key to the success of this activation strategy.

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