2-Amino-5-chlorobenzonitrile

Base Information

• Chemical Name: 2-Amino-5-chlorobenzonitrile
• CAS No.: 5922-60-1
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 29269090
• European Community (EC) Number: 227-651-5
• UNII: GY0X0082QB
• DSSTox Substance ID: DTXSID4022234
• Nikkaji Number: J223.886A
• Wikidata: Q27279347
• Mol file: 5922-60-1.mol

Synonyms:2-amino-5-chlorobenzonitrile

Chemical Property of 2-Amino-5-chlorobenzonitrile

Chemical Property:

• Appearance/Colour: white to light beige crystalline needles
• Vapor Pressure: 0.00201mmHg at 25°C
• Melting Point: 96-99 °C(lit.)
• Refractive Index: 1.609
• Boiling Point: 290.9 °C at 760 mmHg
• PKA: 1.18±0.10(Predicted)
• Flash Point: 129.7 °C
• PSA: 49.81000
• Density: 1.33 g/cm³
• LogP: 2.37508
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

≥ 99.80% ^*data from raw suppliers

2-Amino-5-chlorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C#N)N
• Uses: 2-Amino-5-chlorobenzonitrile was used to build up the 2,2-dioxide-1H-2,1,3-benzothiadiazine ring system.

Technology Process of 2-Amino-5-chlorobenzonitrile

There total 21 articles about 2-Amino-5-chlorobenzonitrile 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: 89.0%

anthranilic acid nitrile (1885-29-6) → 2-amino-5-chlorobenzonitrile (5922-60-1)

Guidance literature:

With N-chloro-succinimide; isopropyl alcohol; for 0.25h; Heating;

DOI:10.1055/s-1999-2999

Reference yield: 80.0%

4-chloro-2-bromoaniline (873-38-1) + copper(l) cyanide → 2-amino-5-chlorobenzonitrile (5922-60-1)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 5h;

Reference yield: 76.0%

5-chloro-2-(2,5-dimethyl-1H-pyrrol-1-yl)benzonitrile → 2-amino-5-chlorobenzonitrile (5922-60-1)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; water; at 120 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/jo401778e

upstream raw materials:

5-Chloroisatin 3-oxime

3-chloro-6-nitrobenzonitrile

4-chloro-aniline

trichloroacetonitrile

Downstream raw materials:

2-Amino-5-chlor-2'-methyl-diphenylketoimin

C₁₀H₉Cl₂N₃

5-chloro-2-<<5-<4-(trifluoromethyl)phenyl>-3-oxo-1-cyclohexenyl>amino>benzonitrile

1-(2-amino-5-chlorophenyl)-2-phenylethan-1-one

Refernces

• 1、 Shi, Xiuxiu,Wang, Xueguang,Shang, Xingfu,Zou, Xiujing,Ding, Weizhong,Lu, Xionggang. "High Performance and Active Sites of a Ceria-Supported Palladium Catalyst for Solvent-Free Chemoselective Hydrogenation of Nitroarenes". . p. 3743 - 3751. Retrieved 2017/10/16.
• 2、 Nakhai, Azadeh,Stensland, Birgitta,Svensson, Per H.,Bergman, Jan. "Synthesis of benzotriazine and aryltriazene derivatives starting from 2-azidobenzonitrile derivatives". experimental part. p. 6588 - 6599. Retrieved 2011/02/26.