2-Amino-3-bromobenzonitrile

Base Information

• Chemical Name: 2-Amino-3-bromobenzonitrile
• CAS No.: 114344-60-4
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.034
• Hs Code.: 2926909090
• European Community (EC) Number: 640-254-5
• DSSTox Substance ID: DTXSID60404303
• Wikidata: Q72438433
• Mol file: 114344-60-4.mol

Synonyms:2-amino-3-bromobenzonitrile;114344-60-4;Benzonitrile, 2-amino-3-bromo-;MFCD05670539;2-amino-3-bromo-benzonitrile;3-Bromoanthranilonitrile;SCHEMBL247549;AMY5849;DTXSID60404303;RTIWACSVMFUEBF-UHFFFAOYSA-N;AKOS015891535;DS-2212;PS-3955;AC-28625;SY004372;CS-0028250;FT-0752401;A894210;AU-004/43502121

Chemical Property of 2-Amino-3-bromobenzonitrile

Chemical Property:

• Vapor Pressure: 0.0022mmHg at 25°C
• Melting Point: 119-120℃
• Boiling Point: 289.5oC at 760 mmHg
• PKA: -0.25±0.10(Predicted)
• Flash Point: 128.9oC
• PSA: 49.81000
• Density: 1.68g/cm3
• LogP: 2.48418
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• 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:

98%,99%, ^*data from raw suppliers

2-Amino-3-bromobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-3-bromobenzonitrile

There total 7 articles about 2-Amino-3-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: 80.0%

C9H4BrF3N2O4S → 2-amino-3-bromo-benzonitrile (114344-60-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 1h; Ambient temperature;

Reference yield: 71.0%

2,6-dibromoaniline (608-30-0) + copper(l) cyanide → 2-amino-3-bromo-benzonitrile (114344-60-4)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 80 - 150 ℃; Inert atmosphere;

DOI:10.1021/ol102915f

Reference yield: 50.0%

anthranilic acid nitrile (1885-29-6) → 2-amino-5-bromobenzonitrile (39263-32-6) + 2-amino-3-bromo-benzonitrile (114344-60-4)

Guidance literature:

With dihydrogen peroxide; potassium bromide; HZSM-5; In acetic acid; at 20 ℃; for 4h;

DOI:10.1080/00397910008086993

upstream raw materials:

7-bromoisatin oxime

anthranilic acid nitrile

2,6-dimethylpyridine

1,8-diazabicyclo[5.4.0]undec-7-ene

Downstream raw materials:

8-bromoquinazoline-2,4-(1H,3H)-dione

8-bromo-2,4-dichloroquinazoline

8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

8-Brom-4-hydroxy-cinnolin

Refernces

• 1、 Krishna Mohan,Narender,Srinivasu,Kulkarni,Raghavan. "Novel bromination method for anilines and anisoles using NH 4Br/H2O2 in CH3COOH". . p. 2143 - 2152. Retrieved 2007/10/03.
• 2、 Narender,Srinivasu,Kulkarni,Raghavan. "Liquid phase regioselective bromination of aromatic compounds over HZSM-5 catalyst". . p. 3669 - 3675. Retrieved 2007/10/03.