N4-(3-Bromophenyl)quinazoline-4,6-diamine

Base Information

• Chemical Name: N4-(3-Bromophenyl)quinazoline-4,6-diamine
• CAS No.: 169205-78-1
• Molecular Formula: C14H11BrN4
• Molecular Weight: 315.172
• European Community (EC) Number: 835-271-1
• DSSTox Substance ID: DTXSID40416141
• Nikkaji Number: J715.834C
• Wikidata: Q72511339
• Pharos Ligand ID: 9AXRW24DR54W
• ChEMBL ID: CHEMBL52765
• Mol file: 169205-78-1.mol

Synonyms:N4-(3-Bromophenyl)quinazoline-4,6-diamine;169205-78-1;4-N-(3-bromophenyl)quinazoline-4,6-diamine;4,6-Quinazolinediamine, N4-(3-bromophenyl)-;CHEMBL52765;N4-(3-BROMO-PHENYL)-QUINAZOLINE-4,6-DIAMINE;nchembio866-comp32;C14H11BrN4;Anilinoquinazoline, 4b;D0HM5W;BDBM3294;SCHEMBL1417740;4-Anilinoquinazoline deriv. 45;DTXSID40416141;IZQHULBHKPGOAP-UHFFFAOYSA-N;AMY15401;BCP18882;MFCD09908082;AKOS013915836;6-amino 4-(3-bromoanilino)quinazoline;GS-4221;N-(3-bromophenyl)4,6-quinazolindiamine;N-(3-Bromophenyl)-4,6-quinazolindiamine;N-(3-Bromophenyl)-4.6-quinazolindiamine;PD187050;N-(3-Bromophenyl)quinazoline-4,6-diamine;6-amino-4[(3-bromophenyl)amino]quinazoline;N4-(3-bromophenyl)-4,6-quinazolinediamine;B5416;CS-0156885;FT-0648433;n4-(3-bromophenyl)-quinazoline-4,6-diamine;4-[(3-bromophenyl)amino]-6-aminoquinazoline;6-amino-4-[(3-bromophenyl)amino]quinazoline;6-amino-4-[(3-bromophenyl)-amino]quinazoline;6-amino-4-[(3-bromophenyl)amino]-quinazoline;N*4*-(3-Bromo-phenyl)-quinazoline-4,6-diamine

Chemical Property of N4-(3-Bromophenyl)quinazoline-4,6-diamine

Chemical Property:

• Vapor Pressure: 1.24E-09mmHg at 25°C
• Melting Point: 202.0 to 206.0 °C
• Refractive Index: 1.779
• Boiling Point: 486.9 °C at 760 mmHg
• Flash Point: 248.3 °C
• PSA: 63.83000
• Density: 1.62 g/cm³
• LogP: 4.37230
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 314.01671
• Heavy Atom Count: 19
• Complexity: 301

Purity/Quality:

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

N4-(3-Bromophenyl)quinazoline-4,6-diamine >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)NC2=NC=NC3=C2C=C(C=C3)N

Technology Process of N4-(3-Bromophenyl)quinazoline-4,6-diamine

There total 19 articles about N4-(3-Bromophenyl)quinazoline-4,6-diamine 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: 95.0%

6-nitro-4-(3-bromophenylaniline)quinazoline (169205-77-0) → 6-amino-4-[(3-bromophenyl)amino]quinazoline (169205-78-1)

Guidance literature:

With iron; acetic acid; In ethanol; water; for 1h; Reflux;

Reference yield:

2-amino-5-nitro-benzoic acid (616-79-5) → 6-amino-4-[(3-bromophenyl)amino]quinazoline (169205-78-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / thionyl chloride; DMF

2: propan-2-ol / Heating

3: hydrazine monohydrate / Raney Ni / ethanol; H₂O; propan-2-ol

With thionyl chloride; hydrazine hydrate; N,N-dimethyl-formamide; nickel; In ethanol; water; isopropyl alcohol;

DOI:10.1021/jm0580196

Reference yield:

4-chloro-6-nitro-quinazoline (19815-16-8) → 6-amino-4-[(3-bromophenyl)amino]quinazoline (169205-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1: propan-2-ol / Heating

2: hydrazine monohydrate / Raney Ni / ethanol; H₂O; propan-2-ol

With hydrazine hydrate; nickel; In ethanol; water; isopropyl alcohol;

DOI:10.1021/jm0580196

upstream raw materials:

6-nitro-4-(3-bromophenylaniline)quinazoline

5-nitroanthranilonitrile

4-chloro-6-nitro-quinazoline

6-nitroquinazolone

Downstream raw materials:

PD 168393

N-[4-[(3-Bromophenyl)amino]-6-quinazolinyl]-3(E)-chloro-2-propenamide

C₂₃H₂₁BrN₄O₂

[({[N-(3-bromophenyl)amino]quinazolin-6-ylcarbamoyl}methyl)pyridin-2-ylmethylamino]acetic acid

Refernces

• 1、 Zhang, Bin,Xu, Zichen,Liu, Qingqing,Xia, Shengjin,Liu, Zhikun,Liao, Zhixin,Gou, Shaohua. "Design, synthesis and biological evaluation of cinnamamide-quinazoline derivatives as potential EGFR inhibitors to reverse T790M mutation". . . Retrieved 2021/10/16.
• 2、 -. "A THERANOSTIC PROBE AND ITS USE FOR TARGETING AND/OR LABELING THE EGFR KINASE AND/OR THE CELLS EXPRESSING EGFR OR ITS FAMILY MEMBERS". Page/Page column 12-13; 16-17. . Retrieved 2020/09/08.