2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide

Base Information

• Chemical Name: 2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
• CAS No.: 41335-56-2
• Molecular Formula: C10H9NO3S
• Molecular Weight: 223.252
• European Community (EC) Number: 255-322-6
• NSC Number: 39122
• UNII: 24Z9TR39CM
• DSSTox Substance ID: DTXSID20194298
• Nikkaji Number: J320.054J
• Wikidata: Q83067062
• Pharos Ligand ID: B6PV7J2YZ49W
• ChEMBL ID: CHEMBL3125561
• Mol file: 41335-56-2.mol

Synonyms:2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide;41335-56-2;1,1-dioxo-2-prop-2-enyl-1,2-benzothiazol-3-one;EINECS 255-322-6;AI3-04135;CHEMBL3125561;NSC-39122;1,2-Benzisothiazol-3(2H)-one, 2-(2-propenyl)-, 1,1-dioxide;n-allylsaccharin;NSC39122;24Z9TR39CM;SCHEMBL9327655;DTXSID20194298;BDBM50496464;NSC 39122;AKOS000663185;FT-0697104;2-(Prop-2-enyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide;1,2-Benzisothiazol-3(2H)-one, 2-(2-propen-1-yl)-, 1,1-dioxide;2-(prop-2-en-1-yl)-2,3-dihydro-1??,2-benzothiazole-1,1,3-trione

Chemical Property of 2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide

Chemical Property:

• Vapor Pressure: 3.54E-06mmHg at 25°C
• Boiling Point: 386.5°Cat760mmHg
• Flash Point: 187.5°C
• PSA: 62.83000
• Density: 1.379g/cm³
• LogP: 2.03580
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 223.03031432
• Heavy Atom Count: 15
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

2-ALLYL-1,2-BENZISOTHIAZOL-3(2H)-ONE 1,1-DIOXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide

There total 7 articles about 2-Allyl-1,2-benzisothiazol-3(2H)-one 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: 80.0%

allyl bromide (106-95-6) + saccharin (81-07-2) → 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (41335-56-2)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 0.5h; Heating;

DOI:10.1016/j.tetlet.2006.11.067

Reference yield: 54.0%

allyl alcohol (107-18-6) + saccharin (81-07-2) → 3-allyloxy-1,2-benzisothiazole-1,1-dioxide (27605-76-1) + 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (41335-56-2)

Guidance literature:

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

DOI:10.3184/174751913X13716447161975

Reference yield: 51.0%

Allyl acetate (591-87-7) + saccharin (81-07-2) → 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (41335-56-2)

Guidance literature:

tris(triphenylphosphano)palladium; In N,N-dimethyl-formamide; at 100 ℃; for 5h;

DOI:10.1246/bcsj.57.3021

upstream raw materials:

2-sulfobenzoic acid cyclic anhydride

1-amino-2-propene

saccharin sodium salt

allyl bromide

Downstream raw materials:

2-Allylsulfamoyl-N,N-dimethyl-benzamide

2-hydrazinocarbonyl-N-allylbenzenesulfonmide

3,4-diphenyl-furazan 2-oxide

Refernces

• 1、 Merritt,Levey,Cutter. "-". . p. 15. Retrieved 1939.
• 2、 D'Ascenzio, Melissa,Carradori, Simone,De Monte, Celeste,Secci, Daniela,Ceruso, Mariangela,Supuran, Claudiu T.. "Design, synthesis and evaluation of N-substituted saccharin derivatives as selective inhibitors of tumor-associated carbonic anhydrase XII". . p. 1821 - 1831. Retrieved 2014/03/21.