1,2-Benzisothiazol-3(2H)-one, 2-(2-oxo-2-phenylethyl)-, 1,1-dioxide

Base Information

• Chemical Name: 1,2-Benzisothiazol-3(2H)-one, 2-(2-oxo-2-phenylethyl)-, 1,1-dioxide
• CAS No.: 15246-95-4
• Molecular Formula: C15H11NO4S
• Molecular Weight: 301.323
• DSSTox Substance ID: DTXSID10349710
• Nikkaji Number: J831.874C
• Wikidata: Q82125122
• ChEMBL ID: CHEMBL1450780
• Mol file: 15246-95-4.mol

Synonyms:15246-95-4;MLS000028285;1,1-dioxo-2-phenacyl-1,2-benzothiazol-3-one;1,2-Benzisothiazol-3(2H)-one, 2-(2-oxo-2-phenylethyl)-, 1,1-dioxide;SMR000038129;2-(2-oxo-2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide;HMS603O22;N-phenacylsaccharin;ChemDiv1_005962;Oprea1_099774;cid_658040;CHEMBL1450780;SCHEMBL11142139;BDBM48116;DTXSID10349710;HMS2299E07;CCG-17715;STK721915;AKOS002222300;NCGC00018949-01;NCGC00018949-02;1,1-diketo-2-phenacyl-1,2-benzothiazol-3-one;EN300-22512710;SR-01000000896;SR-01000000896-2;SR-01000000896-3;1,1-bis(oxidanylidene)-2-phenacyl-1,2-benzothiazol-3-one;2-(2-oxo-2-phenylethyl)-1,2-benzothiazol-3(2H)-one 1,1-dioxide;2-(2-oxo-2-phenylethyl)-1H-1,2-benzisothiazole-1,1,3(2H)-trione;2-(2-oxo-2-phenylethyl)-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione

Chemical Property of 1,2-Benzisothiazol-3(2H)-one, 2-(2-oxo-2-phenylethyl)-, 1,1-dioxide

Chemical Property:

• PSA: 79.90000
• LogP: 2.73270
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 301.04087901
• Heavy Atom Count: 21
• Complexity: 530

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CN2C(=O)C3=CC=CC=C3S2(=O)=O

Technology Process of 1,2-Benzisothiazol-3(2H)-one, 2-(2-oxo-2-phenylethyl)-, 1,1-dioxide

There total 13 articles about 1,2-Benzisothiazol-3(2H)-one, 2-(2-oxo-2-phenylethyl)-, 1,1-dioxide 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: 96.2%

α-bromoacetophenone (70-11-1) + saccharin (81-07-2) → 1,1-dioxo-2-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (15246-95-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

DOI:10.1021/acs.orglett.7b00670

Reference yield: 88.0%

saccharin sodium salt (128-44-9) + α-bromoacetophenone (70-11-1) → 1,1-dioxo-2-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (15246-95-4)

Guidance literature:

In N,N-dimethyl-formamide; at 20 - 100 ℃; for 5h;

DOI:10.1016/j.bmcl.2009.12.035

Reference yield: 72.0%

acetophenone (98-86-2) + saccharin (81-07-2) → 1,1-dioxo-2-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (15246-95-4)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In decane; ethyl acetate; at 130 ℃; for 3h; Sealed tube;

DOI:10.1039/c3cc48887j

upstream raw materials:

saccharin sodium salt

α-bromoacetophenone

N-(saccharinyl)-acetic acid azide

benzene

Downstream raw materials:

3-benzoyl-1,1-dioxo-2,3-dihydro-1λ⁶-benzo[e][1,2]thiazin-4-one

2-(β-hydroxy-phenethyl)-1,1-dioxo-1λ⁶-benz[d]isothiazol-3-one

N-phenethylbenzamide

2-(1-Benzoyl-2,2-bis-benzylsulfanyl-vinyl)-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one