6-Amino-2,3-dihydrobenzo[b]thiophene 1,1-dioxide

Base Information

• Chemical Name: 6-Amino-2,3-dihydrobenzo[b]thiophene 1,1-dioxide
• CAS No.: 20503-39-3
• Molecular Formula: C8H9NO2S
• European Community (EC) Number: 817-165-7
• DSSTox Substance ID: DTXSID20484424
• Wikidata: Q82322793
• Mol file: 20503-39-3.mol

Synonyms:20503-39-3;6-amino-2,3-dihydrobenzo[b]thiophene 1,1-dioxide;Benzo[b]thiophen-6-amine, 2,3-dihydro-, 1,1-dioxide;6-amino-2,3-dihydro-1lambda6-benzothiophene-1,1-dione;1,1-dioxo-2,3-dihydro-1-benzothiophen-6-amine;2,3-Dihydro-1-benzothiophen-6-amine 1,1-dioxide;SCHEMBL1155659;DTXSID20484424;NDCJFBRTZJCWDQ-UHFFFAOYSA-N;MFCD06808691;AKOS000281243;CS-0230790;E84982;EN300-105618;1,1-dioxido-2,3-dihydro-1-benzothien-6-ylamine;2,3-Dihydro-6-amino-benzo[b]thiophen-1,1-dioxid;6-amino-2,3-dihydrobenzo[b]thiophene1,1-dioxide;1, 1-dioxo-2, 3-dihydro-1-benzothiophen-6-amine;2,3-Dihydro-1-benzothiophene-6-amine 1,1-dioxide;6-Amino-2,3-dihydro-1H-1-benzothiophene-1,1-dione;1,1-Dioxo-2,3-dihydro-1H-benzo[b]thiophen-6-ylamine;Z426040990;MWP

Chemical Property of 6-Amino-2,3-dihydrobenzo[b]thiophene 1,1-dioxide

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 183.03539970
• Heavy Atom Count: 12
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CS(=O)(=O)C2=C1C=CC(=C2)N

Technology Process of 6-Amino-2,3-dihydrobenzo[b]thiophene 1,1-dioxide

There total 12 articles about 6-Amino-2,3-dihydrobenzo[b]thiophene 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: 81.0%

stattic (19983-44-9) → 6-amino-2,3-dihydrobenzothiophene 1,1-dioxide (20503-39-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 2-methoxy-ethanol; at 50 ℃; for 4h; under 2625.2 Torr;

DOI:10.1002/ardp.19883210414

Reference yield: 9.0%

6-azido-2,3-dihydrobenzothiophen 1,1-dioxide (76006-87-6) → 6-amino-2,3-dihydrobenzothiophene 1,1-dioxide (20503-39-3)

Guidance literature:

With potassium methanolate; for 33h; Product distribution; Irradiation;

DOI:10.1039/P19800002362

Reference yield:

N-(1,1-dioxo-1λ6-benzo[b]thiophen-5-yl)-acetamide (857473-99-5) → 6-amino-2,3-dihydrobenzothiophene 1,1-dioxide (20503-39-3)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid

2: acetic acid; concentrated aqueous hydrochloric acid

3: sulfuric acid; sodium nitrite / Behandeln der Reaktionsloesung mit Hypophosphorigsaeure und wenig Kupfer(II)-sulfat

4: palladium/charcoal; ethanol / Hydrogenation

With hydrogenchloride; palladium on activated charcoal; ethanol; sulfuric acid; nitric acid; acetic acid; sodium nitrite;

DOI:10.1021/ja01627a048

upstream raw materials:

stattic

6-nitro-2,3-dihydro-benzo[b]thiophene-1,1-dioxide

6-azido-2,3-dihydrobenzothiophen 1,1-dioxide

1,1-dioxo-1H-1λ6-benzo[b]thiophen-6-ylamine

Downstream raw materials:

8-Ethyl-5,8-dihydro-5-oxo-thieno<3,2-g>chinolin-6-carbonsaeure

4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt