1-(3-Chlorophenyl)-3,3a-dihydropyrrolo(3,2-b)(1,4)benzothiazin-2(1H)-one

Base Information

• Chemical Name: 1-(3-Chlorophenyl)-3,3a-dihydropyrrolo(3,2-b)(1,4)benzothiazin-2(1H)-one
• CAS No.: 134616-50-5
• Molecular Formula: C₁₆H₁₁ClN₂OS
• Molecular Weight: 314.795
• DSSTox Substance ID: DTXSID80928692
• Mol file: 134616-50-5.mol

Synonyms:BRN 4818239;1-(3-Chlorophenyl)-3,3a-dihydropyrrolo(3,2-b)(1,4)benzothiazin-2(1H)-one;Pyrrolo(3,2-b)(1,4)benzothiazin-2(1H)-one, 3,3a-dihydro-1-(3-chlorophenyl)-;134616-50-5;1-(3-Chlorophenyl)-3,3a-dihydropyrrolo[3,2-b][1,4]benzothiazin-2(1H)-one;DTXSID80928692;LS-139293

Chemical Property of 1-(3-Chlorophenyl)-3,3a-dihydropyrrolo(3,2-b)(1,4)benzothiazin-2(1H)-one

Chemical Property:

• Vapor Pressure: 5.31E-10mmHg at 25°C
• Boiling Point: 496.6°C at 760 mmHg
• Flash Point: 254.2°C
• Density: 1.47g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 314.0280618
• Heavy Atom Count: 21
• Complexity: 469

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(=NC3=CC=CC=C3S2)N(C1=O)C4=CC(=CC=C4)Cl

Technology Process of 1-(3-Chlorophenyl)-3,3a-dihydropyrrolo(3,2-b)(1,4)benzothiazin-2(1H)-one

There total 3 articles about 1-(3-Chlorophenyl)-3,3a-dihydropyrrolo(3,2-b)(1,4)benzothiazin-2(1H)-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: 63.0%

N-(3-chlorophenyl)-2-(3-oxo-1,4-benzothiazin-2-yl) acetamide (106691-40-1) → 1-(3-chlorophenyl)-2-oxo-1,2,3,3a-H-tetrahydropyrrolo<3,2-b><1,4> benzothiazine (134616-50-5)

Guidance literature:

With trichlorophosphate; for 1h; Heating;

Reference yield:

3-oxo-1,4-benzothiazin-2-ylacetic acid (6270-74-2) → 1-(3-chlorophenyl)-2-oxo-1,2,3,3a-H-tetrahydropyrrolo<3,2-b><1,4> benzothiazine (134616-50-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / thionyl chloride / benzene / 4 h / Heating

2: 62 percent / glacial acetic acid / benzene / 4 h / Heating

3: 63 percent / phosphoryl chloride / 1 h / Heating

With thionyl chloride; acetic acid; trichlorophosphate; In benzene;

Reference yield:

2(H)-oxo-3,3a-dihydrofuro<3,2-b><1,4> benzothiazine (134616-44-7) → 1-(3-chlorophenyl)-2-oxo-1,2,3,3a-H-tetrahydropyrrolo<3,2-b><1,4> benzothiazine (134616-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / glacial acetic acid / benzene / 4 h / Heating

2: 63 percent / phosphoryl chloride / 1 h / Heating

With acetic acid; trichlorophosphate; In benzene;

upstream raw materials:

N-(3-chlorophenyl)-2-(3-oxo-1,4-benzothiazin-2-yl) acetamide

3-oxo-1,4-benzothiazin-2-ylacetic acid

2(H)-oxo-3,3a-dihydrofuro<3,2-b><1,4> benzothiazine