ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate

Base Information

• Chemical Name: ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate
• CAS No.: 499785-52-3
• Molecular Formula: C₁₀H₁₁N₃O₂
• Molecular Weight: 205.216
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60384959
• Wikidata: Q72488016
• Mol file: 499785-52-3.mol

Synonyms:499785-52-3;ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate;ethyl 1-methyl-1H-1,2,3-benzotriazole-5-carboxylate;ethyl 1-methylbenzotriazole-5-carboxylate;Ethyl 1-methyl-1H-benzo-[d][1,2,3]triazole-5-carboxylate;Ethyl 1-methyl-1H-benzotriazole-5-carboxylate;Maybridge3_004451;DTXSID60384959;HMS1443K07;MFCD04110946;AKOS015850875;CCG-249539;DS-0776;SDCCGMLS-0066157.P001;IDI1_015838;CS-0151731;FT-0625836;A871694;J-520547;Ethyl1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate

Chemical Property of ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 105 °C
• Refractive Index: 1.615
• Boiling Point: 357°Cat760mmHg
• Flash Point: 169.7°C
• PSA: 57.01000
• Density: 1.29g/cm³
• LogP: 1.14500
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 205.085126602
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

Ethyl1-Methyl-1H-Benzo[d][1,2,3]triazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C1)N(N=N2)C

Technology Process of ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate

There total 6 articles about ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-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:

1-methyl-1H-1,2,3-benzotriazole-5-carbonyl chloride (423768-38-1) + ethanol (64-17-5) → ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate (499785-52-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1016/j.cclet.2017.02.004

Reference yield:

4-methylamino-3-nitro-benzoic acid methyl ester (36242-50-9) → ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate (499785-52-3)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 °C

2: acetic acid; sodium nitrite / acetic acid / 18 h / 20 °C

3: sodium hydroxide / water / 4 h / 40 °C

4: oxalyl dichloride / dichloromethane / 1 h / 20 °C

5: triethylamine / dichloromethane / 5 h / 20 °C

With oxalyl dichloride; palladium 10% on activated carbon; hydrogen; acetic acid; triethylamine; sodium hydroxide; sodium nitrite; In dichloromethane; water; acetic acid; ethyl acetate;

DOI:10.1016/j.cclet.2017.02.004

Reference yield:

methyl 3-amino-4-(methylamino)benzoate (66315-16-0) → ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate (499785-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; sodium nitrite / acetic acid / 18 h / 20 °C

2: sodium hydroxide / water / 4 h / 40 °C

3: oxalyl dichloride / dichloromethane / 1 h / 20 °C

4: triethylamine / dichloromethane / 5 h / 20 °C

With oxalyl dichloride; acetic acid; triethylamine; sodium hydroxide; sodium nitrite; In dichloromethane; water; acetic acid;

DOI:10.1016/j.cclet.2017.02.004

upstream raw materials:

4-methylamino-3-nitro-benzoic acid methyl ester

methyl 3-amino-4-(methylamino)benzoate

1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylic acid

4-(methylamino)-3-nitrobenzoic acid