Ethyl 5-amino-1-phenyl-1h-1,2,3-triazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 5-amino-1-phenyl-1h-1,2,3-triazole-4-carboxylate
• CAS No.: 20271-37-8
• Molecular Formula: C11H12N4O2
• Molecular Weight: 232.242
• Hs Code.: 2933990090
• NSC Number: 76220
• DSSTox Substance ID: DTXSID60291518
• Nikkaji Number: J1.289.246B,J3.406.258G
• Wikidata: Q82029491
• Mol file: 20271-37-8.mol

Synonyms:20271-37-8;ethyl 5-amino-1-phenyl-1h-1,2,3-triazole-4-carboxylate;ethyl 5-amino-1-phenyltriazole-4-carboxylate;1H-1,2,3-Triazole-4-carboxylic acid, 5-amino-1-phenyl-, ethyl ester;NSC76220;5-AMINO-1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;NCIOpen2_003949;SCHEMBL1753520;DTXSID60291518;JTZPCFZHFOAHBG-UHFFFAOYSA-N;5-amino-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester;NSC-76220;AKOS002680336;FT-0767062;EN300-6509931;Ethyl 5-amino-1-phenyl-1,2,3-triazole-4-carboxylate;ethyl5-amino-1-phenyl-1h-1,2,3-triazole-4-carboxylate;5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester;5-amino-1-phenyl-1H-[1,2,3-]triazole-4-carboxylic acid ethyl ester

Chemical Property of Ethyl 5-amino-1-phenyl-1h-1,2,3-triazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.74E-07mmHg at 25°C
• Boiling Point: 420.8°Cat760mmHg
• Flash Point: 208.3°C
• PSA: 83.03000
• Density: 1.34g/cm³
• LogP: 1.60740
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 232.09602564
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(N=N1)C2=CC=CC=C2)N

Technology Process of Ethyl 5-amino-1-phenyl-1h-1,2,3-triazole-4-carboxylate

There total 8 articles about Ethyl 5-amino-1-phenyl-1h-1,2,3-triazole-4-carboxylate 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: 65.0%

ethyl 2-cyanoacetate (105-56-6) + Phenyl azide (622-37-7) → ethyl 5-amino-1-phenyl-1,2,3-triazole-4-carboxylate (20271-37-8)

Guidance literature:

With sodium ethanolate; In ethanol; for 6h; Inert atmosphere; Reflux;

DOI:10.1021/jo502577e

Reference yield: 50.0%

ethanol (64-17-5) + 2-(5-amino-1-phenyl-1H-1,2,3-triazol-4-yl)-2-oxoacetonitrile → ethyl 5-amino-1-phenyl-1,2,3-triazole-4-carboxylate (20271-37-8)

Guidance literature:

Reflux;

DOI:10.1016/j.tet.2013.11.003

Reference yield:

ethoxycarbonylthioacetamide (13621-50-6) → ethyl 5-amino-1-phenyl-1,2,3-triazole-4-carboxylate (20271-37-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / NaOEt / ethanol / 3 h / Ambient temperature

2: 75 percent / dioxane / 4 h / Ambient temperature

3: 1) NaOEt, 2) PhSO₂N₃ / 1) EtOH, 5 min, 2) 1 h, r.t.

With phenylsulfonyl azide; sodium ethanolate; In 1,4-dioxane; ethanol;

DOI:10.1007/BF00472508

upstream raw materials:

ethyl 2-cyanoacetate

Phenyl azide

2-Ethoxycarbonyl-N-phenylacetamidine hydrochloride

ethoxycarbonylthioacetamide

Downstream raw materials:

ethyl 5-anilino-1H-v-triazole-4-carboxylate

3,6-dihydro-3,6-diphenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one

6-(3-chlorophenyl)-3,6-dihydro-5-[(4-methylphenyl)thio]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one

6-(3-chlorophenyl)-5-[(2-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one