Benodanil

Base Information

• Chemical Name: Benodanil
• CAS No.: 15310-01-7
• Molecular Formula: C13H10 I N O
• Molecular Weight: 323.133
• European Community (EC) Number: 239-352-7
• NSC Number: 100499
• UNII: 993ANP6B3R
• DSSTox Substance ID: DTXSID7041623
• Nikkaji Number: J9.997J
• Wikidata: Q19274959
• ChEMBL ID: CHEMBL1357627
• Mol file: 15310-01-7.mol

Synonyms:BAS 3170;benodanil

Chemical Property of Benodanil

Chemical Property:

• Vapor Pressure: 0.000266mmHg at 25°C
• Melting Point: 144-146℃
• Refractive Index: 1.7010 (estimate)
• Boiling Point: 323.2°Cat760mmHg
• PKA: 12.87±0.70(Predicted)
• Flash Point: 149.3°C
• PSA: 29.10000
• Density: 1.697g/cm³
• LogP: 3.61650
• Water Solubility.: 20mg/L(20 oC)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 322.98071
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

Benodanil PESTANAL ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=CC=CC=C2I
• Uses: Benodanil is a fungicide used to protect crops and prevent certain plant diseases and ilnesses from spreading. May contribute to specific cytotoxic and genotoxic effects.

Technology Process of Benodanil

There total 21 articles about Benodanil 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: 98.0%

2-Iodobenzoic acid (88-67-5) + aniline (62-53-3) → benodanil (15310-01-7)

Guidance literature:

2-Iodobenzoic acid; With thionyl chloride; for 7h; Reflux;

aniline; at 0 ℃;

DOI:10.1021/acs.joc.9b00452

Reference yield: 98.0%

2-Iodobenzoyl chloride (609-67-6) → benodanil (15310-01-7)

Guidance literature:

With triethylamine hydrochloride; triethylamine; aniline; In water; benzene;

Reference yield: 98.0%

2-Iodobenzoyl chloride (609-67-6) + triethylamine hydrochloride (554-68-7) → benodanil (15310-01-7)

Guidance literature:

With triethylamine; aniline; In water; benzene;

upstream raw materials:

2-Iodobenzoyl chloride

aniline

2-Iodobenzoic acid

anthranilic acid

Downstream raw materials:

2-iodobenzaldehyde

(2-Iodo-benzoyl)-phenyl-carbamic acid isopropyl ester

N-phenyl benzoyl amide

2-aminobenzophenone hydroiodide

Refernces

A novel approach for highly regio- and stereoselective synthesis of (Z)-3-methyleneisoindoline-1-ones in aqueous micellar medium

10.1016/j.tetlet.2012.10.001

The study presents an environmentally benign and operationally simple method for the regio- and stereoselective synthesis of (Z)-3-methyleneisoindolinones in an aqueous micellar medium. The key chemicals involved include 2-iodo-N-phenyl-benzamides and terminal alkynes as starting materials. The reaction is catalyzed by Pd(CH3CN)Cl2 in the presence of 1,4-bis(4-pyridyl)-2,3-diaza-1,3-butadiene as a ligand, and cetyltrimethylammonium bromide (CTAB) as a surfactant to form micelles, which enhance the solubility and reaction efficiency. The use of DBU as a base is crucial for achieving high yields. This Cu-free domino Sonogashira reaction followed by 5-exo-dig cyclization under aerobic conditions allows for the synthesis of a library of (Z)-3-methyleneisoindolinones with high yields and short reaction times, highlighting the eco-friendly and efficient nature of the protocol.