4-Chloro-6-iodo-2-phenylquinazoline

Base Information

• Chemical Name: 4-Chloro-6-iodo-2-phenylquinazoline
• CAS No.: 257624-25-2
• Molecular Formula: C14H8 Cl I N2
• Molecular Weight: 366.588
• DSSTox Substance ID: DTXSID10699262
• Nikkaji Number: J3.449.557B
• Wikidata: Q82630119
• Mol file: 257624-25-2.mol

Synonyms:4-CHLORO-6-IODO-2-PHENYLQUINAZOLINE;257624-25-2;DTXSID10699262;AMY27549;2-Phenyl-4-chloro-6-iodoquinazoline;6-Iodo-4-chloro-2-phenyl-quinazoline

Chemical Property of 4-Chloro-6-iodo-2-phenylquinazoline

Chemical Property:

• PSA: 25.78000
• LogP: 4.55480
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 365.94207
• Heavy Atom Count: 18
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

4-CHLORO-6-IODO-2-PHENYLQUINAZOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=C(C=C(C=C3)I)C(=N2)Cl

Technology Process of 4-Chloro-6-iodo-2-phenylquinazoline

There total 3 articles about 4-Chloro-6-iodo-2-phenylquinazoline 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: 86.0%

6-iodo-2-phenyl-3H,4H-quinazolin-4-one (82326-76-9) → 6-iodo-4-chloro-2-phenyl-quinazoline (257624-25-2)

Guidance literature:

With triethylamine; trichlorophosphate; for 6h; Reflux;

DOI:10.3390/molecules200814656

Reference yield:

2-amino-5-iodoanthranilamide (32658-67-6) → 6-iodo-4-chloro-2-phenyl-quinazoline (257624-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine / ethanol / Reflux

2: trichlorophosphate; triethylamine / 6 h / Reflux

With iodine; triethylamine; trichlorophosphate; In ethanol;

DOI:10.3390/molecules200814656

Reference yield:

anthranilic acid amide (28144-70-9,88-68-6) → 6-iodo-4-chloro-2-phenyl-quinazoline (257624-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N-iodo-succinimide / acetonitrile / 0.5 h / 20 °C

2: iodine / ethanol / Reflux

3: trichlorophosphate; triethylamine / 6 h / Reflux

With N-iodo-succinimide; iodine; triethylamine; trichlorophosphate; In ethanol; acetonitrile;

DOI:10.3390/molecules200814656

upstream raw materials:

6-iodo-2-phenyl-3H,4H-quinazolin-4-one

2-amino-5-iodoanthranilamide

anthranilic acid amide

Downstream raw materials:

C₁₇H₁₄IN₃O₂

2-(6-iodo-2-phenylquinazolin-4-ylamino)-3-methylpentanoic acid

C₂₃H₁₈IN₃O₂

C₁₆H₁₂IN₃O₂

Refernces

• 1、 Mphahlele, Malose Jack,Paumo, Hugues Kamdem,Rhyman, Lydia,Ramasami, Ponnadurai. "Synthesis and photophysical properties of polycarbo-substituted quinazolines derived from the 2-Aryl-4-chloro-6-iodoquinazolines". . p. 14656 - 14683. Retrieved 2015/09/21.
• 2、 Chandrika, P Mani,Yakaiah,Narsaiah,Sridhar,Venugopal,Rao, J Venkateshwara,Kumar, K Pranay,Murthy,Rao, A Raghu Ram. "Synthesis leading to novel 2,4,6-trisubstituted quinazoline derivatives, their antibacterial and cytotoxic activity against thp-1, hl-60 and a375 cell lines". experimental part. p. 840 - 847. Retrieved 2009/12/24.