N-benzylfuran-2-carboxamide

Base Information

• Chemical Name: N-benzylfuran-2-carboxamide
• CAS No.: 10354-48-0
• Molecular Formula: C12H11 N O2
• Molecular Weight: 201.225
• NSC Number: 406271
• DSSTox Substance ID: DTXSID90324282
• Nikkaji Number: J712.271C
• Wikidata: Q82083825
• ChEMBL ID: CHEMBL1341085
• Mol file: 10354-48-0.mol

Synonyms:N-benzylfuran-2-carboxamide;10354-48-0;N-benzyl-2-furamide;NSC 406271;N-benzylfuran-2-carboxylic acid amide;Furan-2-carboxylic acid benzylamide;NSC406271;Oprea1_814942;Oprea1_875356;CBDivE_002310;MLS000526607;SCHEMBL5123738;CHEMBL1341085;DTXSID90324282;HMS1676K11;HMS2180C21;AMY42548;MFCD00452988;STK391632;AKOS000545652;NSC-406271;SB61093;BS-14323;SMR000117081;CS-0156274;D82972;Z27749525

Chemical Property of N-benzylfuran-2-carboxamide

Chemical Property:

• Vapor Pressure: 4.94E-07mmHg at 25°C
• Boiling Point: 413.1°Cat760mmHg
• Flash Point: 203.6°C
• Density: 1.161g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C2=CC=CO2

Technology Process of N-benzylfuran-2-carboxamide

There total 28 articles about N-benzylfuran-2-carboxamide 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: 99.0%

2-furoic acid methyl ester (611-13-2) + benzylamine (100-46-9) → furan-2-carboxylic acid benzylamide (10354-48-0)

Guidance literature:

With 14C₂H₂F₃O^(1-)*6C₄H₈O*La₂Na₈⁽¹⁴⁺⁾; at 80 ℃; for 6h; Inert atmosphere;

Reference yield: 98.0%

tert-butyl (furan-2-carbonyl)(methyl)carbamate + benzylamine (100-46-9) → furan-2-carboxylic acid benzylamide (10354-48-0)

Guidance literature:

With triethylamine; In dichloromethane; at 23 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.7b00429

Reference yield: 96.0%

furan-2-carboxylic acid amide (609-38-1) + benzylamine (100-46-9) → furan-2-carboxylic acid benzylamide (10354-48-0)

Guidance literature:

With benzoic acid; In para-xylene; at 130 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201400068

upstream raw materials:

2-furancarbonyl chloride

benzylamine

1-chloro-1-(2-furyl)-3-phenyl-2-azapropene

triethyl phosphite

Downstream raw materials:

furan-2-carbothioic acid benzylamide

N-benzyl-1-(furan-2-yl)methanimine

N-benzoylfuran-2-carboxamide

N-benzyl-N'-phenylfuran-2-carboximidamide

Refernces

• 1、 Parsons, Andrew F.,Pettifer, Robert M.. "A radical approach to N-desulfonylation". . p. 1667 - 1670. Retrieved 1996.
• 2、 Ali, Md. Ayub,Siddiki, S. M. A. Hakim,Kon, Kenichi,Shimizu, Ken-Ichi. "A Heterogeneous Niobium(V) Oxide Catalyst for the Direct Amidation of Esters". . p. 2705 - 2710. Retrieved 2015.
• 3、 Wang, Wan-Qiang,Wang, Zhi-Qin,Sang, Wei,Zhang, Rui,Cheng, Hua,Chen, Cheng,Peng, Da-Yong. "Dehydrogenative amide synthesis from alcohols and amines utilizing N-heterocyclic carbene-based ruthenium complexes as efficient catalysts: The influence of catalyst loadings, ancillary and added ligands". . . Retrieved 2021/01/05.
• 4、 Shi, Min,Ye, Ning,Chen, Wei,Wang, Hui,Cheung, Chiming,Parmentier, Michael,Gallou, Fabrice,Wu, Bin. "Simple Synthesis of Amides via Their Acid Chlorides in Aqueous TPGS-750-M". supporting information. p. 1543 - 1548. Retrieved 2020/11/23.