Methanone, (4-hydroxy-1,1-dioxido-2H-1,2-benzothiazin-3-yl)phenyl-

Base Information

• Chemical Name: Methanone, (4-hydroxy-1,1-dioxido-2H-1,2-benzothiazin-3-yl)phenyl-
• CAS No.: 61018-80-2
• Molecular Formula: C15H11NO4S
• Molecular Weight: 301.323
• DSSTox Substance ID: DTXSID90353390
• Nikkaji Number: J2.494.776I
• Mol file: 61018-80-2.mol

Synonyms:Methanone, (4-hydroxy-1,1-dioxido-2H-1,2-benzothiazin-3-yl)phenyl-;Cambridge id 6314693;61018-80-2;DTXSID90353390;WL-105943

Chemical Property of Methanone, (4-hydroxy-1,1-dioxido-2H-1,2-benzothiazin-3-yl)phenyl-

Chemical Property:

• PSA: 91.85000
• LogP: 3.49760
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 301.04087901
• Heavy Atom Count: 21
• Complexity: 555

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=C2C(=O)C3=CC=CC=C3S(=O)(=O)N2)O

Technology Process of Methanone, (4-hydroxy-1,1-dioxido-2H-1,2-benzothiazin-3-yl)phenyl-

There total 6 articles about Methanone, (4-hydroxy-1,1-dioxido-2H-1,2-benzothiazin-3-yl)phenyl- 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: 82.0%

1,1-dioxo-2-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (15246-95-4) → (4-hydroxy-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazin-3-yl)-phenyl-methanone (61018-80-2)

Guidance literature:

With sodium methylate; In methanol; for 0.333333h; Reflux;

DOI:10.1016/j.ejmech.2014.03.035

Reference yield:

α-bromoacetophenone (70-11-1) → (4-hydroxy-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazin-3-yl)-phenyl-methanone (61018-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 4 h / 100 °C

2.1: ethanol; sodium / 3 h / 40 - 55 °C

2.2: 25 - 35 °C

With ethanol; sodium; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.59.46

Reference yield:

saccharin (81-07-2) → (4-hydroxy-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazin-3-yl)-phenyl-methanone (61018-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 1 h / 100 °C

2: sodium methylate / methanol / 60 °C

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.7b00670

upstream raw materials:

1,1-dioxo-2-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one

saccharin sodium salt

α-bromoacetophenone

saccharin

Downstream raw materials:

3-phenyl-1⁽²⁾,4-dihydro-benzo[e]pyrazolo[4,3-c][1,2]thiazine 5,5-dioxide

3-[(4-methoxy-anilino)-phenyl-methylene]-1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[e][1,2]thiazin-4-one

3-(anilino-phenyl-methylene)-1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[e][1,2]thiazin-4-one

1,1-dioxo-3-[phenyl-(N'-phenyl-hydrazino)-methylene]-2,3-dihydro-1H-1λ⁶-benzo[e][1,2]thiazin-4-one