N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

Base Information

• Chemical Name: N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide
• CAS No.: 154594-15-7
• Molecular Formula: C10H10 N4 O
• Molecular Weight: 202.216
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50399158
• Nikkaji Number: J2.571.809G
• Wikidata: Q82201547
• Mol file: 154594-15-7.mol

Synonyms:154594-15-7;N-[4-(1,2,4-triazol-4-yl)phenyl]acetamide;N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide;4'-(1,2,4-Triazol-4-yl)acetanilide;4-(1,2,4-Triazol-4-yl)acetanilide;N-(4-(4H-1,2,4-Triazol-4-yl)phenyl)acetamide;SCHEMBL1163271;DTXSID50399158;RBAFMDFJFDEJBG-UHFFFAOYSA-N;MFCD01075653;AKOS005207199;4-(4-acetamidophenyl)-1,2,4-triazole;CS-0447193;FT-0616448;4-[4-(Acetylamino)phenyl]-4H-1,2,4-triazole

Chemical Property of N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

Chemical Property:

• Melting Point: 284-286°C
• Refractive Index: 1.646
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 59.81000
• Density: 1.28g/cm³
• LogP: 1.29870
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.08546096
• Heavy Atom Count: 15
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

4'-(1,2,4-TRIAZOL-4-YL)ACETANILIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)N2C=NN=C2

Technology Process of N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

There total 4 articles about N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide 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: 91.0%

N,N'-bis(dimethylaminomethylene)hydrazine (16114-05-9,291307-12-5) + N-acetyl-p-phenylenediamine (122-80-5) → N-(4-(4H-1,2,4-triazole-4-yl)phenyl)acetamide (154594-15-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1016/0960-894X(96)00324-1

Reference yield: 75.0%

formic acid hydrazide (624-84-0) + N-acetyl-p-phenylenediamine (122-80-5) → N-(4-(4H-1,2,4-triazole-4-yl)phenyl)acetamide (154594-15-7)

Guidance literature:

With orthoformic acid triethyl ester; In isopropyl alcohol; at 90 ℃; for 12h;

DOI:10.1016/j.bioorg.2020.104505

Reference yield: 75.0%

N,N-dimethylformamide azine dihydrochloride (16227-06-8) + N-acetyl-p-phenylenediamine (122-80-5) → N-(4-(4H-1,2,4-triazole-4-yl)phenyl)acetamide (154594-15-7)

Guidance literature:

In benzene; for 8h; Heating;

DOI:10.1055/s-2007-983896

upstream raw materials:

N,N'-bis(dimethylaminomethylene)hydrazine

N-acetyl-p-phenylenediamine

N-(4-Nitrophenyl)acetamide

N,N-dimethylformamide azine dihydrochloride

Downstream raw materials:

4-(4-aminophenyl)-4H-1,2,4-triazole

N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

Refernces

• 1、 Naik, Anil D.,Marchand-Brynaert, Jacqueline,Garcia, Yann. "A simplified approach to N- and N,N′-linked 1,2,4-triazoles by transamination". . p. 149 - 154. Retrieved 2008/09/20.
• 2、 Sternfeld, Francine,Baker, Raymond,Broughton, Howard B.,Guiblin, Alexander R.,Jelley, Richard A.,Matassa, Victor G.,Reeve, Austin J.,Beer, Margaret S.,Stanton, Josephine A.,Hargreaves, Richard J.,Shepheard, Sara L.,Longmore, Jeanette,Razzaque, Zerin,Graham, Michael I.,Sohal, Bindi,Street, Leslie J.. "The chemical evolution of N,N-dimethyl-2-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]ethylamine (L-741,604) and analogues: Potent and selective agonists for 5-HT(1D) receptors". . p. 1825 - 1830. Retrieved 2007/10/03.