Benzamide, N-2-propynyl-

Base Information

• Chemical Name: Benzamide, N-2-propynyl-
• CAS No.: 1464-98-8
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2924299090
• European Community (EC) Number: 892-224-8
• DSSTox Substance ID: DTXSID60163367
• Nikkaji Number: J1.620.258D
• Wikidata: Q83032261
• Mol file: 1464-98-8.mol

Synonyms:1464-98-8;N-(PROP-2-YN-1-YL)BENZAMIDE;N-prop-2-ynylbenzamide;Benzamide, N-2-propynyl-;Benzamide, N-2-propyn-1-yl-;Benzamidopropyne;Benzamide, N-2-propynyl- (7CI,8CI,9CI);N-2-Propynylbenzamide;N-(2-Propyn-1-yl)benzamide;N-(propargyl)-benzamide;N-(2-Propynyl)benzamide;SCHEMBL885016;DTXSID60163367;GWISAVFRFTWMQK-UHFFFAOYSA-N;BAA46498;MFCD00544213;AKOS008955921;AS-59148;CS-0047046;EN300-624301;W16032;Z52404005

Chemical Property of Benzamide, N-2-propynyl-

Chemical Property:

• Vapor Pressure: 7.68E-05mmHg at 25°C
• Boiling Point: 342.1°Cat760mmHg
• Flash Point: 200.2°C
• PSA: 32.59000
• Density: 1.086g/cm³
• LogP: 1.62440
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

BENZAMIDE, N-2-PROPYN-1-YL- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCNC(=O)C1=CC=CC=C1

Technology Process of Benzamide, N-2-propynyl-

There total 21 articles about Benzamide, N-2-propynyl- 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%

benzoyl chloride (98-88-4) + Propargylamine (2450-71-7) → N-(prop-2-yn-1-yl)benzamide (1464-98-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1002/adsc.201800233

Reference yield: 98.0%

benzoic acid (65-85-0,8013-63-6) + Propargylamine (2450-71-7) → N-(prop-2-yn-1-yl)benzamide (1464-98-8)

Guidance literature:

benzoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

Propargylamine; In dichloromethane; for 18h; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.08.068

Reference yield: 97.0%

N-benzoyl-N-benzyl-4-methylbenzenesulfonamide + Propargylamine (2450-71-7) → N-(prop-2-yn-1-yl)benzamide (1464-98-8)

Guidance literature:

In ethanol; at 45 ℃; chemoselective reaction; Sealed tube;

DOI:10.1055/s-0037-1610664

upstream raw materials:

benzoyl chloride

Propargylamine

prop-2-yn-1-amine hydrochloride

benzoic acid methyl ester

Downstream raw materials:

N-((Z)-2-Bromo-3-phenylselanyl-allyl)-benzamide

(E)-5-iodomethylene-2-phenyl-4,5-dihydro-oxazolium periodide

(E)-5-bromomethylene-2-phenyl-4,5-dihydro-oxazolium perbromide

N-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)benzamide

Refernces

• 1、 Hashmi, A. Stephen K.,Weyrauch, Jan P.,Frey, Wolfgang,Bats, Jan W.. "Gold catalysis: Mild conditions for the synthesis of oxazoles from N-propargylcarboxamides and mechanistic aspects". . p. 4391 - 4394. Retrieved 2004.
• 2、 Zhang, Bin,Guo, Bingyi,Bai, Yunlong,Lu, Huizhe,Dong, Yanhong. "Synthesis and biological evaluation of azamacrolide comprising the triazole moiety as quorum sensing inhibitors". . . Retrieved 2018.
• 3、 Krasavin, Mikhail,Lukin, Alexei,Vedekhina, Tatiana,Manicheva, Olga,Dogonadze, Marine,Vinogradova, Tatiana,Zabolotnykh, Natalia,Rogacheva, Elizaveta,Kraeva, Liudmila,Yablonsky, Piotr. "Conjugation of a 5-nitrofuran-2-oyl moiety to aminoalkylimidazoles produces non-toxic nitrofurans that are efficacious in vitro and in vivo against multidrug-resistant Mycobacterium tuberculosis". . p. 1115 - 1126. Retrieved 2018.
• 4、 Krátky, Martin,Vu, Quynh Anh,?těpánková, ?árka,Maruca, Annalisa,Silva, Tiago Barros,Ambro?, Martin,Pflégr, Václav,Rocca, Roberta,Svr?ková, Katarína,Alcaro, Stefano,Borges, Fernanda,Vin?ová, Jarmila. "Novel propargylamine-based inhibitors of cholinesterases and monoamine oxidases: Synthesis, biological evaluation and docking study". . . Retrieved 2021/09/07.
• 5、 Boelke, Andreas,Kuczmera, Thomas J.,Lork, Enno,Nachtsheim, Boris J.. "N-Heterocyclic Iod(az)olium Salts – Potent Halogen-Bond Donors in Organocatalysis". supporting information. p. 13128 - 13134. Retrieved 2021/08/09.