4-Amino-2-iodobenzonitrile

Base Information

• Chemical Name: 4-Amino-2-iodobenzonitrile
• CAS No.: 300627-48-9
• Molecular Formula: C7H5IN2
• Molecular Weight: 244.035
• European Community (EC) Number: 845-794-7
• Nikkaji Number: J2.117.598F
• Mol file: 300627-48-9.mol

Synonyms:4-AMINO-2-IODOBENZONITRILE;4-amino-2-iodo-benzonitrile;300627-48-9;starbld0018003;2-Iodo-4-aminobenzonitrile;SCHEMBL3184014;LEKGTXAVSVFRRJ-UHFFFAOYSA-N;AKOS024437812;EN300-7472026;4-amino-2-iodobenzonitrile;4-Amino-3-iodobenzonitrile

Chemical Property of 4-Amino-2-iodobenzonitrile

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 243.94975
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)I)C#N

Technology Process of 4-Amino-2-iodobenzonitrile

There total 7 articles about 4-Amino-2-iodobenzonitrile 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-iodo-4-nitrobenzonitrile (300627-43-4) → 4-amino-2-iodobenzonitrile (300627-48-9)

Guidance literature:

With tin(ll) chloride; In ethanol; for 2h; Heating;

DOI:10.1021/jm000163y

Reference yield:

aq NH4Cl + iron (7439-89-6) + 2-iodo-4-nitrobenzonitrile (300627-43-4) → 4-amino-2-iodobenzonitrile (300627-48-9)

Guidance literature:

In tetrahydrofuran; ethanol; water;

Reference yield:

4-Nitroanthranilic acid (619-17-0) → 4-amino-2-iodobenzonitrile (300627-48-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: aq. sulfuric acid; aq. sodium nitrite / 0 °C

1.2: aq. sodium iodide

2.1: thionyl chloride / benzene / Heating

3.1: aq. ammonia / 20 °C

4.1: thionyl chloride / Heating

5.1: 40 percent / tin(II) chloride dihydrate; HCl / ethanol

With hydrogenchloride; ammonium hydroxide; thionyl chloride; sulfuric acid; tin(ll) chloride; sodium nitrite; In ethanol; benzene;

DOI:10.1016/j.tetlet.2004.10.130

upstream raw materials:

2-iodo-4-nitrobenzonitrile

2-iodo-4-nitrophenylamine

2-iodo-4-nitrobenzamide

4-nitro-2-iodobenzoic acid

Downstream raw materials:

N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfanyl]-2-hydroxy-2-methylpropanamide

Refernces

• 1、 Salvati, Mark E.,Balog, Aaron,Shan, Weifang,Rampulla, Richard,Giese, Soren,Mitt, Tom,Furch, Joseph A.,Vite, Gregory D.,Attar, Ricardo M.,Jure-Kunkel, Maria,Geng, Jieping,Rizzo, Cheryl A.,Gottardis, Marco M.,Krystek, Stanley R.,Gougoutas, Jack,Galella, Michael A.,Obermeier, Mary,Fura, Aberra,Chandrasena, Gamini. "Identification and optimization of a novel series of [2.2.1]-oxabicyclo imide-based androgen receptor antagonists". . p. 1910 - 1915. Retrieved 2008/12/22.
• 2、 Nair, Vipin A.,Mustafa, Suni M.,Mohler, Michael L.,Fisher, Scott J.,Dalton, James T.,Miller, Duane D.. "Synthesis of novel iodo derived bicalutamide analogs". . p. 9475 - 9477. Retrieved 2007/10/03.