N-(4-Oxocyclopent-2-en-1-yl)benzamide

Base Information

• Chemical Name: N-(4-Oxocyclopent-2-en-1-yl)benzamide
• CAS No.: 129441-80-1
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• ChEMBL ID: CHEMBL3944280
• DSSTox Substance ID: DTXSID40561266
• Mol file: 129441-80-1.mol

Synonyms:129441-80-1;N-(4-Oxocyclopent-2-en-1-yl)benzamide;SCHEMBL5600284;CHEMBL3944280;DTXSID40561266

Chemical Property of N-(4-Oxocyclopent-2-en-1-yl)benzamide

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 290

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C=CC1=O)NC(=O)C2=CC=CC=C2

Technology Process of N-(4-Oxocyclopent-2-en-1-yl)benzamide

There total 3 articles about N-(4-Oxocyclopent-2-en-1-yl)benzamide 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:

(+/-)-cis-N-(4-hydroxycyclopent-2-enyl)benzamide → 4-benzoylamino-2-cyclopenten-1-one (129441-80-1)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane;

DOI:10.1002/1099-0690(200207)2002:13<2058::AID-EJOC2058>3.0.CO;2-Z

Reference yield:

3-oxa-2-aza-bicyclo[2.2.1]hept-5-en-2-yl(phenyl)methanone (59438-62-9,129441-79-8) → 4-benzoylamino-2-cyclopenten-1-one (129441-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Al*Hg / tetrahydrofuran; H₂O / 0 °C

2: PCC / CH₂Cl₂

With aluminum amalgam; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/1099-0690(200207)2002:13<2058::AID-EJOC2058>3.0.CO;2-Z

Reference yield:

3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene (59438-62-9) → 4-benzoylamino-2-cyclopenten-1-one (129441-80-1)

Guidance literature:

With aluminum amalgam; ethanol; pyridinium chlorochromate; Yield given. Multistep reaction; 2.) CH₂Cl₂;

DOI:10.1016/S0040-4039(00)94427-7

upstream raw materials:

3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene

3-oxa-2-aza-bicyclo[2.2.1]hept-5-en-2-yl(phenyl)methanone

Downstream raw materials:

N-[(1R,2R,3R)-2-(Methoxy-phenylsulfanyl-trimethylsilanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide

N-(5-iso-butylidene-4-oxocyclopent-2-enyl)-benzamide

N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide

(2S,3R,4S)-4-Benzoylamino-2-methyl-6-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester