2-Benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Base Information

• Chemical Name: 2-Benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide
• CAS No.: 19819-17-1
• Molecular Formula: C16H16N2O2S
• Molecular Weight: 300.37500
• DSSTox Substance ID: DTXSID301327701
• ChEMBL ID: CHEMBL210266
• Mol file: 19819-17-1.mol

Synonyms:19819-17-1;2-benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide;2-benzamido-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide;CHEMBL210266;2-Benzoylamino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide;Enamine_002244;Oprea1_643261;Oprea1_750751;MLS001209421;cid_678544;SCHEMBL3128198;DTXSID301327701;HMS1400F22;HMS2835C19;2-(benzoylamino)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide;BDBM50185089;STK281739;AKOS000291684;CCG-125049;SMR000516335;CS-0292808;AH-262/01716046;EN300-18104940;SR-01000325936;SR-01000325936-1;Z27358480;2-[(phenylcarbonyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

Chemical Property of 2-Benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Chemical Property:

• PSA: 100.43000
• LogP: 3.75140
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 300.09324893
• Heavy Atom Count: 21
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

2-Benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2=C(C1)C(=C(S2)NC(=O)C3=CC=CC=C3)C(=O)N

Technology Process of 2-Benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

There total 2 articles about 2-Benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 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: 58.0%

benzoyl chloride (98-88-4) + 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (4815-28-5) → 2-benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (19819-17-1)

Guidance literature:

With pyridine; for 3h; Heating;

DOI:10.1002/hc.10179

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (19819-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur; morpholine / ethanol / 6 h / 20 °C

2: triethylamine / dichloromethane / 6 h / 0 - 20 °C

With morpholine; sulfur; triethylamine; In ethanol; dichloromethane;

DOI:10.1016/j.bmc.2016.09.012

Reference yield:

2-benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (19819-17-1) → N-(2,5-dimethylphenyl)-2-phenyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; water / 3 h / Reflux

2: toluene-4-sulfonic acid / methanol / 0.75 h / 135 °C / Microwave irradiation

With toluene-4-sulfonic acid; sodium hydroxide; In methanol; water;

DOI:10.1016/j.bmc.2016.09.012

upstream raw materials:

benzoyl chloride

2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

cyclohexanone

Downstream raw materials:

N,2-diphenyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

Refernces

• 1、 Patch, Raymond J.,Baumann, Christian A.,Liu, Jian,Gibbs, Alan C.,Ott, Heidi,Lattanze, Jennifer,Player, Mark R.. "Identification of 2-acylaminothiophene-3-carboxamides as potent inhibitors of FLT3". . p. 3282 - 3286. Retrieved 2007/10/03.