N-(2-furylmethyl)-2-phenylacetamide

Base Information

• Chemical Name: N-(2-furylmethyl)-2-phenylacetamide
• CAS No.: 100393-20-2
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.252
• NSC Number: 204449
• DSSTox Substance ID: DTXSID901293405
• Nikkaji Number: J3.055.363B
• Mol file: 100393-20-2.mol

Synonyms:N-(2-furylmethyl)-2-phenylacetamide;N-(furan-2-ylmethyl)-2-phenylacetamide;Benzeneacetamide, N-(2-furanylmethyl)-;100393-20-2;NSC204449;CBMicro_018802;N-Furfuryl-2-phenylacetamide;Oprea1_314442;Oprea1_362022;DTXSID901293405;CCG-6872;N-(2-Furanylmethyl)benzeneacetamide;STK023081;AKOS000380973;NSC-204449;BIM-0018670.P001;EU-0017356;AB00081865-01;SR-01000430423;SR-01000430423-1;Z31407988

Chemical Property of N-(2-furylmethyl)-2-phenylacetamide

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)NCC2=CC=CO2

Technology Process of N-(2-furylmethyl)-2-phenylacetamide

There total 3 articles about N-(2-furylmethyl)-2-phenylacetamide 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: 97.0%

phenylacetic acid (103-82-2) + furan-2-ylmethanamine (617-89-0) → N-(furan-2-ylmethyl)-2-phenylacetamide (100393-20-2)

Guidance literature:

phenylacetic acid; With ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 21 ℃; for 2h; Inert atmosphere;

furan-2-ylmethanamine; In ethyl acetate; at 21 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201300289

Reference yield: 81.0%

furan-2-ylmethanamine (617-89-0) + Benzeneacetamide (103-81-1) → N-(furan-2-ylmethyl)-2-phenylacetamide (100393-20-2)

Guidance literature:

With 1-(3-sulfopropyl)pyridinium phosphotungstate; In neat (no solvent); at 120 ℃; for 0.666667h; Microwave irradiation;

DOI:10.1016/j.tet.2014.10.066

Reference yield:

phenylacetyl chloride (103-80-0) → N-(furan-2-ylmethyl)-2-phenylacetamide (100393-20-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01604a047

upstream raw materials:

phenylacetyl chloride

phenylacetic acid

furan-2-ylmethanamine

Benzeneacetamide

Refernces

• 1、 Fu, Renzhong,Yang, Yang,Chen, Zhikai,Lai, Wenchen,Ma, Yongfeng,Wang, Quan,Yuan, Rongxin. "Microwave-assisted heteropolyanion-based ionic liquids catalyzed transamidation of non-activated carboxamides with amines under solvent-free conditions". . p. 9492 - 9499. Retrieved 2014.
• 2、 Lundberg, Helena,Tinnis, Fredrik,Adolfsson, Hans. "Titanium(IV) isopropoxide as an efficient catalyst for direct amidation of nonactivated carboxylic acids". supporting information. p. 2201 - 2204. Retrieved 2012/10/30.