1,2-Benzisothiazol-3(2h)-one, 2-ethyl-, 1,1-dioxide

Base Information

• Chemical Name: 1,2-Benzisothiazol-3(2h)-one, 2-ethyl-, 1,1-dioxide
• CAS No.: 18712-20-4
• Molecular Formula: C₉H₉NO₃S
• Molecular Weight: 211.241
• NSC Number: 39121
• DSSTox Substance ID: DTXSID80284806
• Nikkaji Number: J1.226.937D
• Wikidata: Q82019939
• Pharos Ligand ID: 3BMHBV2KU3RZ
• ChEMBL ID: CHEMBL4091686
• Mol file: 18712-20-4.mol

Synonyms:18712-20-4;CHEMBL4091686;1,2-Benzisothiazol-3(2H)-one,2-ethyl-, 1,1-dioxide;1,2-benzisothiazol-3(2h)-one, 2-ethyl-, 1,1-dioxide;N-ethyl saccharine;NSC39121;CBMicro_017023;SCHEMBL1101896;DTXSID80284806;CCG-5934;BDBM50242152;NSC-39121;STK050920;AKOS000606559;BIM-0017124.P001;EN300-26866875;2-ethyl-1,2-benzothiazol-3(2H)-one 1,1-dioxide;Z53837734;2-Ethyl-2,3-dihydro-1,2-benzothiazole-1,1,3-trione;F0919-2284;2-ethyl-2,3-dihydro-1lambda,2-benzothiazole-1,1,3-trione;2-ethyl-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione

Chemical Property of 1,2-Benzisothiazol-3(2h)-one, 2-ethyl-, 1,1-dioxide

Chemical Property:

• Vapor Pressure: 8.72E-06mmHg at 25°C
• Boiling Point: 373.8°Cat760mmHg
• Flash Point: 179.9°C
• Density: 1.406g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 211.03031432
• Heavy Atom Count: 14
• Complexity: 344

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=O)C2=CC=CC=C2S1(=O)=O

Technology Process of 1,2-Benzisothiazol-3(2h)-one, 2-ethyl-, 1,1-dioxide

There total 26 articles about 1,2-Benzisothiazol-3(2h)-one, 2-ethyl-, 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: 89.0%

ethanol (64-17-5) + saccharin (81-07-2) → 2-ethyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (18712-20-4)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; regioselective reaction;

DOI:10.3184/174751913X13716447161975

Reference yield: 81.0%

ethyl bromide (74-96-4) + N-(hydroxymethyl)saccharin (13947-20-1) → 2-ethyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (18712-20-4)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Heating;

Reference yield: 68.0%

orthoformic acid triethyl ester (122-51-0) + saccharin (81-07-2) → 3-ethoxy-benzo[d]isothiazole 1,1-dioxide (18712-15-7) + 2-ethyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (18712-20-4)

Guidance literature:

With toluene-4-sulfonic acid; Heating;

upstream raw materials:

ethyl bromide

saccharin sodium salt

diethyl sulfate

2-Ethylbenzisothiazolin-3-on

Downstream raw materials:

2-Cyano-3-(2-ethylsulfamoyl-phenyl)-3-oxo-propionic acid ethyl ester

Refernces

• 1、 Ivanova, Jekaterīna,Carta, Fabrizio,Vullo, Daniela,Leitans, Janis,Kazaks, Andris,Tars, Kaspars,?alubovskis, Raivis,Supuran, Claudiu T.. "N-Substituted and ring opened saccharin derivatives selectively inhibit transmembrane, tumor-associated carbonic anhydrases IX and XII". . p. 3583 - 3589. Retrieved 2017/05/29.
• 2、 Xu, Liang,Shu, Hong,Liu, Ying,Zhang, Suhong,Trudell, Mark L.. "Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives". . p. 7902 - 7910. Retrieved 2007/10/03.