5-methoxybenzo[d]isothiazol-3(2H)-one 1,1-dioxide

Base Information

• Chemical Name: 5-methoxybenzo[d]isothiazol-3(2H)-one 1,1-dioxide
• CAS No.: 29083-17-8
• Molecular Formula: C₈H₇NO₄S
• Molecular Weight: 213.214
• European Community (EC) Number: 825-552-7
• DSSTox Substance ID: DTXSID201214359
• Mol file: 29083-17-8.mol

Synonyms:29083-17-8;5-methoxybenzo[d]isothiazol-3(2H)-one 1,1-dioxide;1,2-Benzisothiazol-3(2H)-one, 5-methoxy-, 1,1-dioxide;5-methoxy-1,1-dioxo-1,2-benzothiazol-3-one;5-methoxysaccharin;SCHEMBL6191881;GBYZSABEBYQOOQ-UHFFFAOYSA-N;DTXSID201214359;MFCD11111714;AKOS026726738;CS-0109753;EN300-126204;H11121;5-methoxy-1, 1-dioxo-1, 2-benzothiazol-3-one;5-methoxy-benzisothiazole-3(2H)-one-1,1-dioxide;5-methoxybenzo[d]isothiazol-3(2H)-one1,1-dioxide;1,2-Benzisothiazol-3(2H)-one,5-methoxy,1,1-dioxide;5-Methoxy-1,2-benzisothiazol-3(2H)-one-1,1-dioxide;5-methoxy-2,3-dihydro-1|E?,2-benzothiazole-1,1,3-trione;5-methoxy-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione;1,2-BENZISOTHIAZOL-3(2H)-ONE, 5-METHOXY, 1,1-DIOXIDE;5-methoxy-1,1-dioxo-1,2-dihydro-1lambda6-benzo[d]isothiazol-3-one

Chemical Property of 5-methoxybenzo[d]isothiazol-3(2H)-one 1,1-dioxide

Chemical Property:

• PSA: 80.85000
• LogP: 1.53690
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 213.00957888
• Heavy Atom Count: 14
• Complexity: 345

Purity/Quality:

95%+ ^*data from raw suppliers

5-methoxy-2,3-dihydro-1,2-benzothiazole-1,1,3-trione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)S(=O)(=O)NC2=O

Technology Process of 5-methoxybenzo[d]isothiazol-3(2H)-one 1,1-dioxide

There total 14 articles about 5-methoxybenzo[d]isothiazol-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: 70.0%

C16H15NO5S → 5-methoxysaccharin (29083-17-8)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 0 - 20 ℃; for 5h;

Reference yield:

2-chlorosulfonyl-5-methoxy-benzoic acid methyl ester (65397-56-0) → 5-methoxysaccharin (29083-17-8)

Guidance literature:

With ammonium hydroxide; In diethyl ether; Ambient temperature;

Reference yield:

5-bromo-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (29632-82-4) → 5-methoxysaccharin (29083-17-8)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 7 h / Inert atmosphere

3: sodium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 1 h / 0 °C

4: potassium carbonate / tetrahydrofuran / 3 h / 70 °C

5: ammonium cerium (IV) nitrate / acetonitrile; water / 5 h / 0 - 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; ammonium cerium (IV) nitrate; dihydrogen peroxide; potassium acetate; potassium carbonate; sodium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

5-methoxy-2-sulfo-benzoic acid

4-methoxy-2-methylbenzenesulfonamide

2-tert-butylsulfamoyl-5-methoxy-benzoic acid

2-chlorosulfonyl-5-methoxy-benzoic acid methyl ester