2-Amino-5-bromobenzonitrile

Base Information

• Chemical Name: 2-Amino-5-bromobenzonitrile
• CAS No.: 39263-32-6
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.034
• Hs Code.: 29269090
• European Community (EC) Number: 254-387-8
• DSSTox Substance ID: DTXSID80192513
• Nikkaji Number: J261.358A
• Wikidata: Q72438337
• Mol file: 39263-32-6.mol

Synonyms:2-Amino-5-bromobenzonitrile;39263-32-6;4-Bromo-2-cyanoaniline;2-Amino-5-bromo-benzonitrile;2-amino-5-brombenzonitrile;5-Bromoanthranilonitrile;Benzonitrile, 2-amino-5-bromo-;MFCD00158946;EINECS 254-387-8;2-amino-5-bromobenzenecarbonitrile;2-cyano-4-bromoaniline;5-bromo-anthranilonitrile;2-amino-5-bromo benzonitrile;SCHEMBL109902;C7-H5-Br-N2;DTXSID80192513;JS-191C;BCP13925;2-Amino-5-bromobenzonitrile, 96%;AKOS005073034;AC-2310;AM61483;CS-W015683;MB00791;FT-0639540;EN300-108664;A900563;AN-584/43264770;J-507912

Chemical Property of 2-Amino-5-bromobenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00235mmHg at 25°C
• Melting Point: 96-100 °C(lit.)
• Refractive Index: 1.652
• Boiling Point: 288.4 °C at 760 mmHg
• PKA: 1.11±0.10(Predicted)
• Flash Point: 128.2 °C
• PSA: 49.81000
• Density: 1.68 g/cm³
• LogP: 2.48418
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Soluble in methanol.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 195.96361
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-43-36/37/38
• Safety Statements: 36/37-36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C#N)N
• Description: 2-Amino-5-bromo-benzonitrile is a heterocyclic building block. It has been used in the synthesis of copper-ligand coordination complexes and 4-amino-3-benzimidazol-2-ylhydroquinolin-2-one-based multi-targeted receptor tyrosine kinase (RTK) inhibitors with anticancer activity.
• Uses: 2-Amino-5-bromobenzonitrile can react with Oxalic acid dimethyl ester to get 5-Bromo-N-methylanthranilonitrile.

Technology Process of 2-Amino-5-bromobenzonitrile

There total 13 articles about 2-Amino-5-bromobenzonitrile 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: 97.0%

anthranilic acid nitrile (1885-29-6) → 2-amino-5-bromobenzonitrile (39263-32-6)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1139/V08-176

Reference yield: 82.7%

→ 2-amino-5-bromobenzonitrile (39263-32-6)

Guidance literature:

With copper(ll) sulfate pentahydrate; In water; acetonitrile; at 23 ℃; for 0.25h;

With sodium persulfate; sodium bromide; In water; acetonitrile; at 7 - 20 ℃; for 21h;

With sodium thiosulfate; In water; acetonitrile; at 23 ℃;

Reference yield: 73.0%

zinc(II) cyanide (557-21-1) + 4-bromo-2-iodoaniline (66416-72-6) → 2-amino-5-bromobenzonitrile (39263-32-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01850

upstream raw materials:

anthranilic acid nitrile

N-(4-bromo-2-iodophenyl)-2,2,2-trifluoroacetamide

4-bromo-2-iodoaniline

4-bromo-aniline

Downstream raw materials:

5-bromo-2-(methylamino)benzonitrile

5-bromo-2-iodobenzonitrile

6-bromo-4-phenylquinazolin-2(1H)-one

ibrolipim