2-(2,4,6-Tribromostyryl)-4-(delta-diethylamino-alpha-methylbutylamino)-6-nitroquinazoline

Base Information

• Chemical Name: 2-(2,4,6-Tribromostyryl)-4-(delta-diethylamino-alpha-methylbutylamino)-6-nitroquinazoline
• CAS No.: 74151-36-3
• Molecular Formula: C25H28Br3N5O2
• Molecular Weight: 670.2341
• Nikkaji Number: J73.021A
• Mol file: 74151-36-3.mol

Synonyms:BRN 5323174;2-(2,4,6-Tribromostyryl)-4-(delta-diethylamino-alpha-methylbutylamino)-6-nitroquinazoline;Quinazoline, 4-(4-(diethylamino)-1-methylbutylamino)-6-nitro-2-(2,4,6-tribromostyryl)-;74151-36-3;C25H28Br3N5O2;C25-H28-Br3-N5-O2;LS-140096;2-(2,4,6-Tribromostyryl)-N-[4-(diethylamino)-1-methylbutyl]-6-nitroquinazolin-4-amine

Chemical Property of 2-(2,4,6-Tribromostyryl)-4-(delta-diethylamino-alpha-methylbutylamino)-6-nitroquinazoline

Chemical Property:

• Vapor Pressure: 5.49E-16mmHg at 25°C
• Boiling Point: 634.2°Cat760mmHg
• Flash Point: 337.3°C
• Density: 1.623g/cm³
• XLogP3: 8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 668.97726
• Heavy Atom Count: 35
• Complexity: 681

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCCC(C)NC1=NC(=NC2=C1C=C(C=C2)[N+](=O)[O-])C=CC3=C(C=C(C=C3Br)Br)Br
• Isomeric SMILES: CCN(CC)CCCC(C)NC1=NC(=NC2=C1C=C(C=C2)[N+](=O)[O-])/C=C/C3=C(C=C(C=C3Br)Br)Br

Technology Process of 2-(2,4,6-Tribromostyryl)-4-(delta-diethylamino-alpha-methylbutylamino)-6-nitroquinazoline

There total 5 articles about 2-(2,4,6-Tribromostyryl)-4-(delta-diethylamino-alpha-methylbutylamino)-6-nitroquinazoline 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: 51.0%

2,4,6-tribromobenzaldehyde (45859-98-1) + 2-Methyl-4-(δ-diethylamino-α-methylbutylamino)-6-nitroquinazoline (74151-23-8) → 2-(2,4,6-Tribromostyryl)-4-(δ-diethylamino-α-methylbutylamino)-6-nitroquinazoline (74151-36-3)

Guidance literature:

With sodium acetate; In acetic anhydride; at 160 - 162 ℃; for 6h;

DOI:10.1007/BF00762032

Reference yield:

2-methyl-6-nitroquinazolin-4(3H)-one (24688-36-6) → 2-(2,4,6-Tribromostyryl)-4-(δ-diethylamino-α-methylbutylamino)-6-nitroquinazoline (74151-36-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / POCl₃, dimethylaniline / benzene / 8 h / Heating

2: 76 percent / benzene / 3 h / Heating

3: sodium acetate / acetic anhydride

With sodium acetate; 2,3-Dimethylaniline; trichlorophosphate; In acetic anhydride; benzene;

DOI:10.1007/BF00765911

Reference yield:

2,4,6-tribromotoluene (6320-40-7) → 2-(2,4,6-Tribromostyryl)-4-(δ-diethylamino-α-methylbutylamino)-6-nitroquinazoline (74151-36-3)

Guidance literature:

Multi-step reaction with 3 steps

1: conc. H₂SO₄, chromic anhydride / 3 h / 0 - 10 °C

2: H₂O, sulfuric acid / ethanol / 1 h / Heating

3: 51 percent / NaOOCCH₃ / acetic anhydride / 6 h / 160 - 162 °C

With chromium(VI) oxide; sulfuric acid; water; sodium acetate; In ethanol; acetic anhydride;

DOI:10.1007/BF00762032

upstream raw materials:

2,4,6-tribromobenzaldehyde

2-Methyl-4-(δ-diethylamino-α-methylbutylamino)-6-nitroquinazoline

2-methyl-6-nitroquinazolin-4(3H)-one

2,4,6-tribromotoluene

Downstream raw materials:

N⁴-(4-Diethylamino-1-methyl-butyl)-2-[(E)-2-(2,4,6-tribromo-phenyl)-vinyl]-quinazoline-4,6-diamine

Refernces

• 1、 Zhikhareva, G. P.,Mastafanova, L. I.,Evstratova, M. I.,Shvarts, G. Ya.,Syubaev, R. D.,et al.. "SYNTHESIS AND ANTI-INFLAMMATORY ACTIVITY OF SUBSTITUTED 2-STYRYL-4-(&δ-DIETHYLAMINO-&α-METHYLBUTYLAMINO)-6-NITRO- AND 2-STYRYL-4-(&δ-DIETHYLAMINO-&α-METHYLBUTYLAMINO)-6-AMINOQUINAZOLINES". . p. 119 - 123. Retrieved 2007/10/02.