4-(3-Ethoxy-1H-1,2,4-triazol-1-yl)aniline

Base Information

• Chemical Name: 4-(3-Ethoxy-1H-1,2,4-triazol-1-yl)aniline
• CAS No.: 158895-50-2
• Molecular Formula: C10H12 N4 O
• Molecular Weight: 204.22848
• DSSTox Substance ID: DTXSID10440352
• Wikidata: Q82256634
• Mol file: 158895-50-2.mol

Synonyms:158895-50-2;4-(3-Ethoxy-1H-1,2,4-triazol-1-yl)aniline;4-(3-ethoxy-1,2,4-triazol-1-yl)aniline;Benzenamine, 4-(3-ethoxy-1H-1,2,4-triazol-1-yl)- (9CI);DTXSID10440352

Chemical Property of 4-(3-Ethoxy-1H-1,2,4-triazol-1-yl)aniline

Chemical Property:

• PSA: 65.96000
• LogP: 1.82940
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 204.10111102
• Heavy Atom Count: 15
• Complexity: 194

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=NN(C=N1)C2=CC=C(C=C2)N

Technology Process of 4-(3-Ethoxy-1H-1,2,4-triazol-1-yl)aniline

There total 4 articles about 4-(3-Ethoxy-1H-1,2,4-triazol-1-yl)aniline 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:

3-ethoxy-1-(4-nitrophenyl)-1H-1,2,4-triazole (158895-48-8) → 1-(4-aminophenyl)-3-ethoxy-1H-1,2,4-triazole (158895-50-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 25 ℃; for 6h; under 760 Torr; Yield given;

DOI:10.1016/0223-5234(94)90209-7

Reference yield:

4-nitrophenylhydrazine hydrochloride (636-99-7) → 1-(4-aminophenyl)-3-ethoxy-1H-1,2,4-triazole (158895-50-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / H₂O

2: 95 percent / aq. H₂SO₄ / 6 h / 95 - 100 °C

3: 1.) NaH / 1.) DMF, RT, 20 min, 2.) DMF, 65 deg C, 8 h

4: H₂ / Pd/C / ethanol / 6 h / 25 °C / 760 Torr

With sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In ethanol; water;

DOI:10.1016/0223-5234(94)90209-7

Reference yield:

3-hydroxy-1-(4-nitrophenyl)-1H-1,2,4-triazole (22354-77-4) → 1-(4-aminophenyl)-3-ethoxy-1H-1,2,4-triazole (158895-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, RT, 20 min, 2.) DMF, 65 deg C, 8 h

2: H₂ / Pd/C / ethanol / 6 h / 25 °C / 760 Torr

With hydrogen; sodium hydride; palladium on activated charcoal; In ethanol;

DOI:10.1016/0223-5234(94)90209-7

upstream raw materials:

3-ethoxy-1-(4-nitrophenyl)-1H-1,2,4-triazole

4-nitrophenylhydrazine hydrochloride

3-hydroxy-1-(4-nitrophenyl)-1H-1,2,4-triazole

4-nitrophenylsemicarbazide

Downstream raw materials:

Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{3-[4-(3-ethoxy-[1,2,4]triazol-1-yl)-phenyl]-thioureido}-tetrahydro-pyran-4-yl ester

4-(3-ethoxy-1H-1,2,4-triazol-1-yl)phenyl isothiocyanate