Methyl 1H-1,2,3-benzotriazole-5-carboxylate

Base Information

• Chemical Name: Methyl 1H-1,2,3-benzotriazole-5-carboxylate
• CAS No.: 113053-50-2
• Molecular Formula: C8H7 N3 O2
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• European Community (EC) Number: 886-659-2
• DSSTox Substance ID: DTXSID00423351
• Nikkaji Number: J43.108G
• Wikidata: Q72488013
• Mol file: 113053-50-2.mol

Synonyms:113053-50-2;Methyl 1H-1,2,3-benzotriazole-5-carboxylate;methyl 2H-benzotriazole-5-carboxylate;METHYL 1,2,3-BENZOTRIAZOLE-5-CARBOXYLATE;Methyl 1H-benzo[d][1,2,3]triazole-6-carboxylate;1H-Benzotriazole-5-carboxylic acid, methyl ester;Methyl 1H-benzo[d][1,2,3]triazole-5-carboxylate;Methyl 1H-benzotriazole-5-carboxylate;1h-benzotriazole-5-carboxylic acid methyl ester;Maybridge1_005995;1H-Benzotriazole-6-carboxylicacid, methyl ester;6-methoxycarbonyl-benzotriazole;SCHEMBL1155736;SCHEMBL9871375;HMS558I11;DTXSID00423351;ZMMBQCILDZFYKX-UHFFFAOYSA-N;MFCD00174276;methyl 4H-benzotriazole-5-carboxylate;AKOS005254819;AKOS022171448;PS-4467;FT-0628361;I10026;EN300-1074202;A802723;Methyl1H-benzo[d][1,2,3]triazole-6-carboxylate

Chemical Property of Methyl 1H-1,2,3-benzotriazole-5-carboxylate

Chemical Property:

• Appearance/Colour: orange to brown powder
• Vapor Pressure: 4.74E-05mmHg at 25°C
• Melting Point: 177-179°C
• Boiling Point: 349.3°Cat760mmHg
• PKA: 7.46±0.40(Predicted)
• Flash Point: 165.1°C
• PSA: 67.87000
• Density: 1.403g/cm³
• LogP: 0.74450
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

98% ^*data from raw suppliers

Methyl1H-1,2,3-benzotriazole-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: COC(=O)C1=CC2=NNN=C2C=C1

Technology Process of Methyl 1H-1,2,3-benzotriazole-5-carboxylate

There total 6 articles about Methyl 1H-1,2,3-benzotriazole-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: 86.0%

Methyl 3,4-diaminobenzoate (36692-49-6) → 1H-Benzotriazole-5-carboxylic acid methyl ester (113053-50-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201900463

Reference yield: 10.0%

methanol (67-56-1) + 1h-benzotriazole-5-carboxylic acid (23814-12-2) → 1H-Benzotriazole-5-carboxylic acid methyl ester (113053-50-2)

Guidance literature:

With sulfuric acid; for 4h; Heating;

DOI:10.1080/00397919308009862

Reference yield:

methanol (67-56-1) + 1H-benzotriazole-5-carbonyl chloride → 1H-Benzotriazole-5-carboxylic acid methyl ester (113053-50-2)

Guidance literature:

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

DOI:10.1016/j.cclet.2017.02.004

upstream raw materials:

methanol

1h-benzotriazole-5-carboxylic acid

Methyl 3,4-diaminobenzoate

methyl 4-amino-3-nitrobenzoate

Downstream raw materials:

1H-benzotriazole-5-carboxylic acid ethyl ester

1h-benzotriazole-5-carboxylic acid

TH-1454

3-(4-(N,N-bis-(2-chloroethyl)amino)phenoxysulfonyl-(1-(2-hydroxyethyl)benzotriazol-6-yl-methyl))methyl-2-nitrothiophene

Refernces

• 1、 Faggyas, Réka J.,Sloan, Nikki L.,Buijs, Ned,Sutherland, Andrew. "Synthesis of Structurally Diverse Benzotriazoles via Rapid Diazotization and Intramolecular Cyclization of 1,2-Aryldiamines". . p. 5344 - 5353. Retrieved 2019/05/21.
• 2、 Katritzky,Ji,Fan,Delprato. "Synthesis of 5,5-di-(benzotriazol-5-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione and 5-(benzotriazol-5-ylmethyl)-2,2,5-trimethyl-1,3-dioxane-4.6-dione". . p. 2019 - 2025. Retrieved 2007/10/02.