4-chloro-N-(3-oxo-1$l^{3},2-benziodoxol-1-yl)benzamide

Base Information

• Chemical Name: 4-chloro-N-(3-oxo-1$l^{3},2-benziodoxol-1-yl)benzamide
• CAS No.: 186298-88-4
• Molecular Formula: C₁₄H₉ClINO₃
• Molecular Weight: 401.588
• NSC Number: 687714
• DSSTox Substance ID: DTXSID201217058
• Nikkaji Number: J793.752K
• ChEMBL ID: CHEMBL1993493
• Mol file: 186298-88-4.mol

Synonyms:NSC687714;CHEMBL1993493;DTXSID201217058;NSC-687714;NCI60_031617;4-Chloro-N-(3-oxo-1,2-benziodoxol-1(3H)-yl)benzamide;4-chloro-N-(3-oxo-1$l^{3},2-benziodoxol-1-yl)benzamide;N-[(3-Oxo-1,3-dihydro-1,2-benziodoxol)-1-yl]-4-chlorobenzamide;4-Chloro-N-(3-oxo-3H-1-lambda-~3~-benzo[d][1,2]iodoxol-1-yl)-benzamide;186298-88-4

Chemical Property of 4-chloro-N-(3-oxo-1$l^{3},2-benziodoxol-1-yl)benzamide

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 400.93157
• Heavy Atom Count: 20
• Complexity: 398

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)OI2NC(=O)C3=CC=C(C=C3)Cl

Technology Process of 4-chloro-N-(3-oxo-1$l^{3},2-benziodoxol-1-yl)benzamide

There total 4 articles about 4-chloro-N-(3-oxo-1$l^{3},2-benziodoxol-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: 78.0%

1-hydroxy-1,2-benzodioxol-3-(1H)-one (131-62-4) + 4-chlorobenzamide (619-56-7) → 4-Chloro-N-(3-oxo-3H-1λ3-benzo[d][1,2]iodoxol-1-yl)-benzamide (186298-88-4)

Guidance literature:

1-hydroxy-1,2-benzodioxol-3-(1H)-one; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere; Sealed tube;

4-chlorobenzamide; With pyridine; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201606531

Reference yield:

1-hydroxy-1,2-benzodioxol-3-(1H)-one (131-62-4) → 4-Chloro-N-(3-oxo-3H-1λ3-benzo[d][1,2]iodoxol-1-yl)-benzamide (186298-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 0.5 h / Ambient temperature

2: pyridine / acetonitrile / Ambient temperature

With pyridine; In acetonitrile;

DOI:10.1016/S0040-4039(96)02245-9

Reference yield:

4-chlorobenzamide (619-56-7) + 1-Trimethylsilanyloxy-1H-1λ3-benzo[d][1,2]iodoxol-3-one → 4-Chloro-N-(3-oxo-3H-1λ3-benzo[d][1,2]iodoxol-1-yl)-benzamide (186298-88-4)

Guidance literature:

With pyridine; In acetonitrile; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(96)02245-9

upstream raw materials:

4-chlorobenzamide

1-hydroxy-1,2-benzodioxol-3-(1H)-one

2-Iodobenzoic acid

Downstream raw materials:

4-Chlorbenzoesaeure-amid

4-chloro-N-[2-(pyridin-2-yl)phenyl]benzamide