5-Methoxy-3-(1-methylethoxy)benzo(b)thiophene-2-carboxamide-1-oxide

Base Information

• Chemical Name: 5-Methoxy-3-(1-methylethoxy)benzo(b)thiophene-2-carboxamide-1-oxide
• CAS No.: 148550-96-3
• Molecular Formula: C13H15 N O4 S
• Molecular Weight: 380.4403
• DSSTox Substance ID: DTXSID20933427
• Nikkaji Number: J580.438H
• ChEMBL ID: CHEMBL2111977,CHEMBL3350275,CHEMBL143702
• Mol file: 148550-96-3.mol

Synonyms:5-methoxy-3-(1-methylethoxy)benzo(b)thiophene-2-carboxamide-1-oxide;PD 144795;PD-144795

Chemical Property of 5-Methoxy-3-(1-methylethoxy)benzo(b)thiophene-2-carboxamide-1-oxide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 101.31000
• Density: 1.23g/cm³
• LogP: 3.56140
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 281.07217913
• Heavy Atom Count: 19
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=C(S(=O)C2=C1C=C(C=C2)OC)C(=O)N

Technology Process of 5-Methoxy-3-(1-methylethoxy)benzo(b)thiophene-2-carboxamide-1-oxide

There total 6 articles about 5-Methoxy-3-(1-methylethoxy)benzo(b)thiophene-2-carboxamide-1-oxide 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: 23.0%

5-methoxy-3-(1-methylethoxy)-benzo[b]thiophene-2-carboxamide (104796-05-6) → 5-methoxy-3-(1-methylethoxy)-benzo[b]thiophene-2-carboxamide-1-oxide (148550-96-3)

Guidance literature:

With dihydrogen peroxide; acetic acid; for 8h; Ambient temperature;

DOI:10.1021/jm00022a026

Reference yield:

5-methoxy-3-(1-methylethoxy)benzothiophene-2-carboxylic acid (159689-34-6) → 5-methoxy-3-(1-methylethoxy)-benzo[b]thiophene-2-carboxamide-1-oxide (148550-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium hydride, 2.) thionyl chloride / 1.) DMF, THF, RT, 1.5 h, 2.) DMF, THF, 2 h

2: NH₃ gas / dimethylformamide; tetrahydrofuran / 0.17 h

With thionyl chloride; ammonia; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00022a026

Reference yield:

5-methoxy-3-(1-methylethoxy)benzo[b]-thiophene-2-carboxylic acid (104795-65-5) → 5-methoxy-3-(1-methylethoxy)-benzo[b]thiophene-2-carboxamide-1-oxide (148550-96-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / (+/-)-trans-2-(phenylsulfonyl)-3-phenyloxaziridine / CHCl₃ / 40 h / Ambient temperature

2: 1.) sodium hydride, 2.) thionyl chloride / 1.) DMF, THF, RT, 1.5 h, 2.) DMF, THF, 2 h

3: NH₃ gas / dimethylformamide; tetrahydrofuran / 0.17 h

With thionyl chloride; ammonia; sodium hydride; N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm00022a026

upstream raw materials:

5-methoxy-3-(1-methylethoxy)-benzo[b]thiophene-2-carboxamide

5-methoxy-3-(1-methylethoxy)benzo[b]-thiophene-2-carboxylic acid

5-methoxy-3-(1-methylethoxy)benzothiophene-2-carboxylic acid

Refernces

• 1、 -. "Methods of inhibiting HIV and inhibiting the activation of HIV". . . Retrieved 2008/06/13.
• 2、 -. "3-alkyloxy-, aryloxy-, or arylalkyloxy-benzo [β]thiophene-2-carboxamides as inhibitors of cell adhesion". . . Retrieved 2008/06/13.