3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile

Base Information

• Chemical Name: 3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile
• CAS No.: 30078-48-9
• Molecular Formula: C19H20 N2 O3
• Molecular Weight: 324.379
• Hs Code.: 2926909090
• European Community (EC) Number: 250-033-1
• UNII: 5Q95C8RK37
• Nikkaji Number: J249.916I
• Wikidata: Q76149841
• Mol file: 30078-48-9.mol

Synonyms:30078-48-9;3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile;EINECS 250-033-1;(Z)-3-anilino-2-[(3,4,5-trimethoxyphenyl)methyl]prop-2-enenitrile;5Q95C8RK37;3-Anilino-2-(3,4,5,-trimethoxybenzyl)acrylonitrile;3-Anilino-2-(3,4,5-trimethoxybenzyl)acrylonitrile;3-Anilino-2-(3,4,5,-trimethoxybenzyl)acrylonitrile, (Z)-;3-(phenylamino)-2-(3,4,5-trimethoxybenzyl)prop-2-enenitrile;Trimethoprim EP Impurity I;UNII-5Q95C8RK37;TRIMETHOPRIM IMPURITY I (Z) [EP IMPURITY];J-017764;(Z)-3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile;3,4,5-Trimethoxy-alpha-[(phenylamino)methylene]benzenepropiononitrile;BENZENEPROPANENITRILE, 3,4,5-TRIMETHOXY-.ALPHA.-((PHENYLAMINO)METHYLENE)-

Chemical Property of 3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile

Chemical Property:

• Vapor Pressure: 3.89E-10mmHg at 25°C
• Melting Point: 130-136°C
• Boiling Point: 500.2°Cat760mmHg
• Flash Point: 256.3°C
• PSA: 63.51000
• Density: 1.167g/cm³
• LogP: 3.84748
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 324.14739250
• Heavy Atom Count: 24
• Complexity: 437

Purity/Quality:

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

3-Anilino-2-(3,4,5-trimethoxybenzyl)acrylonitrile,(Mixtureofcis/transisomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CC(=CNC2=CC=CC=C2)C#N
• Isomeric SMILES: COC1=CC(=CC(=C1OC)OC)C/C(=C/NC2=CC=CC=C2)/C#N
• Uses: 3-Anilino-2-(3,4,5-triMethoxybenzyl)acrylonitrile, (Mixture of cis/trans isoMers)is used as a reference standard for the drug Trimethoprim. Note this compound is a cis/trans mixture.

Technology Process of 3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile

There total 2 articles about 3-(Phenylamino)-2-(3,4,5-trimethoxybenzyl)acrylonitrile 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:

3-dimethylamino-2-(3,4,5-trimethoxy-benzyl)propenenitrile (30077-85-1) + aniline (62-53-3) → 3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile (30078-48-9)

Guidance literature:

With hydrogenchloride; In methanol; water; dimethyl sulfoxide; at 30 ℃; for 1h; pH=3 - 3.5; Reflux;

DOI:10.1080/00397911.2011.644380

Reference yield:

→ 3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile (30078-48-9)

Guidance literature:

entspr. ArCH(OH)CH2SO2CH3, β-Anilinopropionitril;

Reference yield: 95.0%

3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile (30078-48-9) + guanidine nitrate (506-93-4) → 5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine (738-70-5)

Guidance literature:

guanidine nitrate; With sodium methylate; at 30 ℃; for 0.5h; Reflux;

3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile; for 10h; Reflux;

DOI:10.1080/00397911.2011.644380

upstream raw materials:

3-dimethylamino-2-(3,4,5-trimethoxy-benzyl)propenenitrile

aniline

Downstream raw materials:

5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine

Refernces