N-Benzylformamide

Base Information

• Chemical Name: N-Benzylformamide
• CAS No.: 6343-54-0
• Molecular Formula: C8H9 N O
• Molecular Weight: 135.166
• Hs Code.: 2924299090
• European Community (EC) Number: 228-739-6
• NSC Number: 16247
• UNII: L363D92ELK
• DSSTox Substance ID: DTXSID40212842
• Nikkaji Number: J206.948B
• Wikidata: Q27093469
• Pharos Ligand ID: J6T3D7MFNR8G
• Metabolomics Workbench ID: 56406
• ChEMBL ID: CHEMBL46293
• Mol file: 6343-54-0.mol

Synonyms:N-benzylformamide

Chemical Property of N-Benzylformamide

Chemical Property:

• Melting Point: 60-61 °C(lit.)
• Refractive Index: 1.5635 (rough estimate)
• Boiling Point: 248.86°C (rough estimate)
• PKA: 16.35±0.23(Predicted)
• PSA: 29.10000
• Density: 1.1031 (rough estimate)
• LogP: 1.95940
• Storage Temp.: -20°C, Inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 97.4

Purity/Quality:

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

N-Benzylformamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-43-52/53
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC=O
• Uses: N-Benzylformamide is a useful synthetic intermediate. It is used to prepare thiadiazolidinone derivatives as possible glycogen synthase kinase 3 inhibitors. It can also be used to synthesize selective antitubercular agents.

Technology Process of N-Benzylformamide

There total 120 articles about N-Benzylformamide 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%

formic acid (64-18-6) + benzylamine (100-46-9) → N-benzylformamide (6343-54-0)

Guidance literature:

With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethyl cyanoglyoxylate-2-oxime; In water; N,N-dimethyl-formamide; at 20 ℃; for 3h; Reagent/catalyst; Solvent;

DOI:10.1016/j.tetlet.2013.02.013

Reference yield: 99.0%

carbon dioxide (124-38-9,18923-20-1) + benzylamine (100-46-9) → N-benzylformamide (6343-54-0)

Guidance literature:

With copper(II) acetate dihydrate; phenylsilane; 1,2-bis-(diphenylphosphino)ethane; In toluene; at 25 ℃; for 4h; under 760.051 Torr;

DOI:10.1039/c6ra05199e

Reference yield: 99.0%

benzylamine (100-46-9) + formic acid ethyl ester (109-94-4) → N-benzylformamide (6343-54-0)

Guidance literature:

With Novozyme 435 CALB; In tetrahydrofuran; at 20 ℃; Reagent/catalyst; Green chemistry; Enzymatic reaction;

DOI:10.1039/c6cc07679c

upstream raw materials:

oxalic acid

benzylamine

benzyl bromide

formamide

Downstream raw materials:

N-Benzyl-N(tert.-butylamino-methyl)-formamid

N-Benzyl-N(adamantylamino-methyl)-formamid

α,α-Dimethylphenethylamino-N-bis

N-benzyl-N-chloroformamide

Refernces

• 1、 Burgun, Alexandre,Crees, Rachel S.,Cole, Marcus L.,Doonan, Christian J.,Sumby, Christopher J.. "A 3-D diamondoid MOF catalyst based on in situ generated [Cu(L)2] N-heterocyclic carbene (NHC) linkers: Hydroboration of CO2". . p. 11760 - 11763. Retrieved 2014.
• 2、 Kraus. "". . p. 361. Retrieved 1973.
• 3、 Benaissa, Idir,Cantat, Thibault,Genre, Caroline,Godou, Timothé,Pinault, Mathieu. "Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst". . p. 57 - 61. Retrieved 2022/01/19.
• 4、 Datta Khanal, Hari,Mishra, Kanchan,Rok Lee, Yong. "Facile N-Formylation of Amines on Magnetic Fe3O4?CuO Nanocomposites". . p. 4477 - 4484. Retrieved 2021/08/30.