1-Benzyl-1,4-dihydronicotinamide

Base Information

• Chemical Name: 1-Benzyl-1,4-dihydronicotinamide
• CAS No.: 952-92-1
• Molecular Formula: C13H14 N2 O
• Molecular Weight: 214.267
• Hs Code.: 2933399090
• NSC Number: 26899
• UNII: HSU8JA8RMP
• DSSTox Substance ID: DTXSID90241783
• Nikkaji Number: J208.102D
• Wikidata: Q83125347
• ChEMBL ID: CHEMBL25718
• Mol file: 952-92-1.mol

Synonyms:1-benzyl-3-carbamido-1,4-dihydropyridine;benzyldihydronicotinamide

Chemical Property of 1-Benzyl-1,4-dihydronicotinamide

Chemical Property:

• Vapor Pressure: 1.03E-07mmHg at 25°C
• Melting Point: 121°C
• Boiling Point: 433.4°Cat760mmHg
• PKA: 15.13±0.20(Predicted)
• Flash Point: 215.9°C
• PSA: 46.33000
• Density: 1.198g/cm³
• LogP: 2.41340
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 214.110613074
• Heavy Atom Count: 16
• Complexity: 314

Purity/Quality:

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

1-Benzyl-1,4-dihydronicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CN(C=C1C(=O)N)CC2=CC=CC=C2

Technology Process of 1-Benzyl-1,4-dihydronicotinamide

There total 50 articles about 1-Benzyl-1,4-dihydronicotinamide 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: 100.0%

1-benzyl-3-carbamoylpyridinium hexafluorophosphate (90832-35-2) → 1-Benzyl-1,4-dihydronicotinamide (952-92-1)

Guidance literature:

With cis-[Ru(bpy)2(CO)(CHO)]PF₆; In acetonitrile; at 0 ℃; for 0.25h;

Reference yield: 93.43%

3-(aminocarbonyl)-1-benzylpyridinium bromide (13076-43-2) → 1-Benzyl-1,4-dihydronicotinamide (952-92-1)

Guidance literature:

With sodium dithionite; In water; at 20 ℃; for 3h; Inert atmosphere; Darkness;

DOI:10.1039/d0cc08142f

Reference yield: 92.0%

1-benzyl-3-carbamoylpyridinium bromide → 1-Benzyl-1,4-dihydronicotinamide (952-92-1)

Guidance literature:

With sodium dithionite; sodium hydrogencarbonate; In water; at 20 ℃; for 3h; Reflux; Inert atmosphere;

DOI:10.1021/ol303240a

upstream raw materials:

1-benzylnicotinamide chloride

9,10-dihydro-10-methylacridine

1-benzyl-3-carbamoylpyridinium ion

N-benzyl-3-acetyl-1,4-dihydropyridine

Downstream raw materials:

(4-chlorophenyl)(phenyl)methanethiol

diphenylmethanethiol

(R,S)-N-benzylpiperidine-3-carboxamide

2-Hydroxymethylpyridine

Refernces

Biomimetic oxidation with molecular oxygen. Selective carbon-carbon bond cleavage of 1,2-diols by molecular oxygen and dihydropyridine in the presence of iron-porphyrin catalysts

10.1021/ja00212a030

The study presented in the document investigates the biomimetic oxidation of 1,2-diols using molecular oxygen in the presence of iron-porphyrin catalysts, mimicking the function of metal-containing oxidases and oxygenases found in biological systems. The researchers utilized a catalytic system comprising an iron-porphyrin complex, 1-benzyl-3-carbamoyl-1,4-dihydropyridine (BNAH), and molecular oxygen to selectively cleave the carbon-carbon bonds of aryl-substituted ethane-1,2-diols at room temperature, producing aldehydes or ketones as the main oxidation products. The reaction rates were influenced by the steric hindrance of substituents in both the catalysts and diols, and no significant differences in reactivities were observed between the two stereoisomers (meso and dl) of the diols. The study provides insights into the mechanism of the diol cleavage reaction, which involves the initial binding of the diol to the active catalyst forming an intermediate complex, followed by a rate-determining breakdown step in the catalytic cycle. The findings have implications for understanding the activation of molecular oxygen and oxygen atom transfer to organic substrates, processes that are crucial for cytochrome P-450 in biological systems.