4,7,7-Trioxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonamide

Base Information

• Chemical Name: 4,7,7-Trioxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonamide
• CAS No.: 105951-35-7
• Molecular Formula: C₇H₇NO₅S₃
• Molecular Weight: 281.334
• Hs Code.: 2935009090
• ChEMBL ID: CHEMBL346810
• DSSTox Substance ID: DTXSID10548761
• Nikkaji Number: J1.552.684J
• Wikidata: Q82427589
• Mol file: 105951-35-7.mol

Synonyms:105951-35-7;4,7,7-trioxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonamide;5,6-DIHYDRO-4-OXO-4H-THIENO[2,3-B]THIINE-2-SULFONAMIDE 7,7-DIOXIDE;CHEMBL346810;SCHEMBL10514227;DTXSID10548761;4,7,7-Trioxo-4,5,6,7-tetrahydro-7lambda~6~-thieno[2,3-b]thiopyran-2-sulfonamide

Chemical Property of 4,7,7-Trioxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonamide

Chemical Property:

• PSA: 156.37000
• LogP: 2.61750
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 280.94863584
• Heavy Atom Count: 16
• Complexity: 511

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CS(=O)(=O)C2=C(C1=O)C=C(S2)S(=O)(=O)N

Technology Process of 4,7,7-Trioxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonamide

There total 6 articles about 4,7,7-Trioxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonamide 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: 67.0%

5,6-dihydro-4H-4-hydroxythieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide (105951-30-2) → 5,6-dihydro-4H-4-oxothieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide (105951-35-7)

Guidance literature:

With jones reagent; In acetone; for 0.166667h; Ambient temperature;

DOI:10.1021/jm00387a002

Reference yield:

5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one (7675-04-9) → 5,6-dihydro-4H-4-oxothieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide (105951-35-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 96.6 percent / Ac₂O, conc. H₂SO₄ / CH₂Cl₂ / 0.5 h / 10 - 15 °C

2: 99 percent / PCl₅ / CH₂Cl₂ / 1.5 h / Ambient temperature

3: conc. NH₄OH / acetone / 0.25 h / 0 °C

4: 95 percent / NaBH₄ / ethanol / 0.33 h / Heating

5: 79 percent / oxone / methanol / 3 h / Ambient temperature

6: 67 percent / Jones reagent / acetone / 0.17 h / Ambient temperature

With Oxone; ammonium hydroxide; sodium tetrahydroborate; jones reagent; phosphorus pentachloride; sulfuric acid; acetic anhydride; In methanol; ethanol; dichloromethane; acetone;

DOI:10.1021/jm00387a002

Reference yield:

5,6-dihydro-4H-4-hydroxythieno[2,3-b]thiopyran-2-sulfonamide (105951-34-6) → 5,6-dihydro-4H-4-oxothieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide (105951-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / oxone / methanol / 3 h / Ambient temperature

2: 67 percent / Jones reagent / acetone / 0.17 h / Ambient temperature

With Oxone; jones reagent; In methanol; acetone;

DOI:10.1021/jm00387a002

upstream raw materials:

5,6-dihydro-4H-4-hydroxythieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide

5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one

5,6-dihydro-4H-4-hydroxythieno[2,3-b]thiopyran-2-sulfonamide

4-Oxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonyl chloride