Stilbenemidine

Base Information

• Chemical Name: Stilbenemidine
• CAS No.: 100650-00-8
• Molecular Formula: C14H15 N3
• Molecular Weight: 225.29
• Nikkaji Number: J2.311.353H
• Wikidata: Q76327220
• Mol file: 100650-00-8.mol

Synonyms:stilbenemide

Chemical Property of Stilbenemidine

Chemical Property:

• Vapor Pressure: 2.39E-06mmHg at 25°C
• Boiling Point: 391.9°C at 760 mmHg
• Flash Point: 190.8°C
• PSA: 29.02000
• Density: 1.143g/cm³
• LogP: 2.71300
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 225.126597491
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

STILBENEMIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=CC2=NC=NC=C2
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C/C2=NC=NC=C2

Technology Process of Stilbenemidine

There total 1 articles about Stilbenemidine 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: 78.0%

4-Methylpyrimidine (3438-46-8) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-[2-(4-(N,N-dimethylamino)phenyl)vinyl]pyrimidine (100650-00-8)

Guidance literature:

With Aliquat 336; sodium hydroxide; In water; for 2h; diastereoselective reaction; Reflux;

DOI:10.1021/jo3004919

Reference yield: 96.0%

4-[2-(4-(N,N-dimethylamino)phenyl)vinyl]pyrimidine (100650-00-8) + 4-bromo-N,N-dimethylaniline (586-77-6) → 4,4′-(2-(pyrimidin-4-yl)ethene-1,1-diyl)bis(N,N-dimethylaniline)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; potassium acetate; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.7b03024

Reference yield: 75.0%

4-[2-(4-(N,N-dimethylamino)phenyl)vinyl]pyrimidine (100650-00-8) + bromobenzene (108-86-1,52753-63-6) → N,N-dimethyl-4-(1-phenyl-2-(pyrimidin-4-yl)ethyl)aniline

Guidance literature:

4-[2-(4-(N,N-dimethylamino)phenyl)vinyl]pyrimidine; bromobenzene; With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; potassium acetate; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 3h; Schlenk technique; Inert atmosphere;

With hydrogen; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 12h; under 750.075 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.7b03024

upstream raw materials:

4-Methylpyrimidine

4-dimethylamino-benzaldehyde

Refernces

• 1、 Achelle, Sylvain,Barsella, Alberto,Baudequin, Christine,Caro, Bertrand,Robin-Le Guen, Francoise. "Synthesis and photophysical investigation of a series of push-pull arylvinyldiazine chromophores". experimental part. p. 4087 - 4096. Retrieved 2012/06/04.