4-Amino-3,5-dibromobenzonitrile

Base Information

• Chemical Name: 4-Amino-3,5-dibromobenzonitrile
• CAS No.: 58633-04-8
• Molecular Formula: C7H4 Br2 N2
• Molecular Weight: 275.93
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60370675
• Wikidata: Q72435610
• Mol file: 58633-04-8.mol

Synonyms:4-amino-3,5-dibromobenzonitrile;58633-04-8;MFCD03094688;2,6-Dibromo-4-cyanoaniline;SCHEMBL2670914;AMY3014;DTXSID60370675;UWIGJWZPRNWPBK-UHFFFAOYSA-N;CK1048;AKOS015995317;PS-5889;SY025755;CS-0157747;FT-0731199;A869395

Chemical Property of 4-Amino-3,5-dibromobenzonitrile

Chemical Property:

• Vapor Pressure: 0.000555mmHg at 25°C
• Melting Point: 124-126℃
• Boiling Point: 311.7°Cat760mmHg
• PKA: -2.40±0.10(Predicted)
• Flash Point: 142.3°C
• PSA: 49.81000
• Density: 2.12g/cm³
• LogP: 3.24668
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 275.87207
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

98% ^*data from raw suppliers

4-Amino-3,5-dibromobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)N)Br)C#N

Technology Process of 4-Amino-3,5-dibromobenzonitrile

There total 2 articles about 4-Amino-3,5-dibromobenzonitrile 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: 93.0%

4-Aminobenzonitrile (873-74-5) → 3,5-dibromo-4-aminobenzonitrile (58633-04-8)

Guidance literature:

4-Aminobenzonitrile; With sulfuric acid; In water; for 0.0833333h; Green chemistry;

With sodium bromate; sodium bromide; In water; at 20 ℃; for 4h; Green chemistry;

DOI:10.1039/c6ra13680j

Reference yield:

4-bromo-aniline (106-40-1) → 3,5-dibromo-4-aminobenzonitrile (58633-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / pyridine / 1.5 h / 165 °C

2: 90 percent / sodium acetate, Br₂ / acetic acid / Heating

With bromine; sodium acetate; In pyridine; acetic acid;

Reference yield: 75.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 3,5-dibromo-4-aminobenzonitrile (58633-04-8) → 3,5-dibromo-4-(1H-pyrrol-1-yl)benzonitrile

Guidance literature:

With acetic acid; In 1,2-dichloro-ethane; for 4h; Reflux;

DOI:10.1021/acs.orglett.6b01182

upstream raw materials:

4-Aminobenzonitrile

4-bromo-aniline

Downstream raw materials:

C₇H₃Br₂N₃O₂

2,6-Dibrom-4-cyano-nitrosobenzol

2'-(3,5-Dichloro-phenylsulfanylamino)-[1,1';3',1'']terphenyl-5'-carbonitrile

N-[5-Diethylamino-2-(2,4,6-tricyano-phenylazo)-phenyl]-acetamide

Refernces

• 1、 -. "DIPHENYLUREA COMPOUND DERIVATIVE". Paragraph 0098-0100. . Retrieved 2021/02/25.
• 2、 Pappula, Venkatanarayana,Adimurthy, Subbarayappa. "Green process development for the preparation of 2,6-dibromo-4-nitroaniline from 4-nitroaniline using bromide-bromate salts in an aqueous acidic medium". . p. 90184 - 90187. Retrieved 2016/10/07.