2-phenyl-4H-1,4-benzothiazin-3-one

Base Information

• Chemical Name: 2-phenyl-4H-1,4-benzothiazin-3-one
• CAS No.: 38533-19-6
• Molecular Formula: C14H11NOS
• Molecular Weight: 241.313
• NSC Number: 35327
• DSSTox Substance ID: DTXSID80284063
• Nikkaji Number: J345.955A
• ChEMBL ID: CHEMBL450728
• Mol file: 38533-19-6.mol

Synonyms:2-phenyl-4H-1,4-benzothiazin-3-one;38533-19-6;NSC35327;2-Phenyl-2H-1,4-benzothiazin-3(4H)-one;Maybridge1_005530;Oprea1_166720;MLS001182126;DivK1c_001818;CHEMBL450728;SCHEMBL3626456;DTDP-GLUCOSE,DISODIUMSALT;HMS557D08;DTXSID80284063;DLALSZUJBMNOHZ-UHFFFAOYSA-N;HMS2881J22;2-Phenylbenzo-1,4-thiazane-3-one;CCG-48297;NSC-35327;2-phenyl-4H-[1,4]benzothiazin-3-one;CDS1_000778;SMR000567834;SR-01000637851-1

Chemical Property of 2-phenyl-4H-1,4-benzothiazin-3-one

Chemical Property:

• Vapor Pressure: 2.19E-08mmHg at 25°C
• Boiling Point: 452.7°Cat760mmHg
• Flash Point: 227.6°C
• Density: 1.253g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 241.05613515
• Heavy Atom Count: 17
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(=O)NC3=CC=CC=C3S2

Technology Process of 2-phenyl-4H-1,4-benzothiazin-3-one

There total 21 articles about 2-phenyl-4H-1,4-benzothiazin-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

benzeneacetic acid methyl ester (101-41-7) + 2-Aminophenyl disulfide (1141-88-4) → 3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one (38533-19-6) + 2-amino-benzenethiol (137-07-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 100 ℃; for 0.333333h;

DOI:10.1055/s-1990-27051

Reference yield: 68.0%

2-amino-benzenethiol (137-07-5) + ethyl 2-phenyl-2-bromoacetate (2882-19-1,2216-90-2) → 3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one (38533-19-6)

Guidance literature:

With N-methylcyclohexylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 180 ℃; for 4h; under 7757.22 Torr; microwave irradiation;

DOI:10.1002/jhet.5570430632

Reference yield: 65.0%

bis(2-nitrophenyl)disulfide (1155-00-6) + bromo-phenyl-acetic acid methyl ester (37167-62-7,3042-81-7,61139-20-6) → 3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one (38533-19-6)

Guidance literature:

bis(2-nitrophenyl)disulfide; With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

bromo-phenyl-acetic acid methyl ester; In tetrahydrofuran; at 60 ℃; for 4h;

DOI:10.1016/S0040-4039(01)00360-4

upstream raw materials:

2-bromophenylacetic acid

2-amino-benzenethiol

2-chloro-N-(2-methylsulfanyl-phenyl)-2-phenyl-acetamide

2,2,2-trichloro-1-phenylethanol

Downstream raw materials:

4-(2-morpholin-4-yl-ethyl)-2-phenyl-4H-benzo[1,4]thiazin-3-one

2-phenyl-4-(2-piperidin-1-yl-ethyl)-4H-benzo[1,4]thiazin-3-one

4-acetyl-2-acetoxymethyl-2-phenyl-2,3-dihydro-4H-1,4-benzothiazine

5-acetyl-3-acetoxy-3-phenyl-2,3,4,5-tetrahydro-1,5-benzothiazepine

Refernces

• 1、 Khade, Vikas V.,Thube, Archana S.,Warghude, Prakash K.,Bhat, Ramakrishna G.. "DABCO mediated one pot synthesis of sulfoxonium ylides under blue LED". . . Retrieved 2021/07/25.
• 2、 Huang, Wei-Sheng,Xu, Rongsong,Dodd, Rory,Shakespeare, William C.. "Expeditious synthesis of C2- or N4-aryl-1,4-benzothiazin-3-one via orthogonal Pd-catalyzed C-arylation and Cu-catalyzed N-arylation". . p. 441 - 444. Retrieved 2014/01/06.