5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-amine

Base Information

• Chemical Name: 5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-amine
• CAS No.: 54464-14-1
• Molecular Formula: C9H10 N4 O
• Molecular Weight: 190.205
• Hs Code.: 2933990090
• European Community (EC) Number: 696-389-5
• DSSTox Substance ID: DTXSID80354750
• Nikkaji Number: J2.704.347J
• Wikidata: Q72518035
• ChEMBL ID: CHEMBL1573550
• Mol file: 54464-14-1.mol

Synonyms:54464-14-1;5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-amine;5-(4-methoxyphenyl)-1H-1,2,4-triazol-3-amine;3-(4-Methoxyphenyl)-1H-1,2,4-triazol-5-amine;5-(4-Methoxyphenyl)-2H-1,2,4-triazol-3-amine;5-(4-methoxy-phenyl)-4H-[1,2,4]triazol-3-ylamine;MLS-0070117.0001;1h-1,2,4-triazol-5-amine, 3-(4-methoxyphenyl)-;EC-000.1961;MLS000532519;cid_781002;SCHEMBL1691510;CHEMBL1573550;SCHEMBL19127978;BDBM46666;AML0040;DTXSID80354750;HMS2186B13;BBL009834;MFCD00815477;MFCD02675243;STK709353;AKOS000200933;AKOS001717065;AKOS005068326;NS-01768;SMR000137458;CS-0116708;FT-0724446;EN300-14681;3-(4-Methoxyphenyl)-5-amino-1H-1,2,4-triazole;SR-01000672308;SR-01000672308-2;[5-(4-methoxyphenyl)-1H-1,2,4-triazol-3-yl]amine;Z104378258;5-(4-Methoxy-phenyl)-2H-[1,2,4]triazol-3-ylamine, AldrichCPR;5-(4-Methoxy-phenyl)-4H-[1,2,4]triazol-3-ylamine, AldrichCPR

Chemical Property of 5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-amine

Chemical Property:

• Vapor Pressure: 5.3E-08mmHg at 25°C
• Boiling Point: 441.8 °C at 760 mmHg
• Flash Point: 221 °C
• PSA: 76.82000
• Density: 1.304 g/cm³
• LogP: 1.64370
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 190.08546096
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-methoxyphenyl)-1H-1,2,4-triazol-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NC(=NN2)N

Technology Process of 5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-amine

There total 14 articles about 5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-amine 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%

C9H12N4O2 (168893-38-7) → 5-(4-methoxyphenyl)-2H-1,2,4-triazol-3-amine (54464-14-1)

Guidance literature:

In water; for 0.0458333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.02.172

Reference yield: 87.4%

N-(4-methoxybenzamido)-guanidine (168893-38-7) → 5-(4-methoxyphenyl)-4H-1,2,4-triazol-3-amine (54464-14-1)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; water; Reflux;

DOI:10.1016/j.bioorg.2021.104782

Reference yield: 80.0%

3-chloro-5-(4-methoxy-phenyl)-[1,2,4]oxadiazole (23524-07-4) → 3-Amino-5-(4-methoxyphenyl)-1H-1,2,4-triazole (54464-14-1)

Guidance literature:

With hydrazine hydrate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jo102049r

upstream raw materials:

3-chloro-5-(4-methoxy-phenyl)-[1,2,4]oxadiazole

N-(4-methoxybenzamido)-guanidine

4-methoxy-benzoyl chloride

methyl 4-methoxybenzoate

Downstream raw materials:

2-(4-methoxyphenyl)-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one

Refernces

• 1、 Wei, Zeyang,Zhang, Qi,Tang, Meng,Zhang, Siyu,Zhang, Qian. "Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones". . p. 4436 - 4440. Retrieved 2021/05/26.
• 2、 Platte, Simon,Korff, Marvin,Imberg, Lukas,Balicioglu, Ilker,Erbacher, Catharina,Will, Jonas M.,Daniliuc, Constantin G.,Karst, Uwe,Kalinin, Dmitrii V.. "Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors". supporting information. p. 3672 - 3690. Retrieved 2021/08/07.