6-Methoxy-1H-benzotriazole-5-carboxylic acid methyl ester

Base Information

• Chemical Name: 6-Methoxy-1H-benzotriazole-5-carboxylic acid methyl ester
• CAS No.: 59338-86-2
• Molecular Formula: C9H9 N3 O3
• Molecular Weight: 207.189
• Nikkaji Number: J308.664J
• Mol file: 59338-86-2.mol

Synonyms:Methyl 6-methoxy-1H-benzo[d][1,2,3]triazole-5-carboxylate;EN300-24827150;Z1509472518;6-Methoxy-1H-benzotriazole-5-carboxylic acid methyl ester;METHYL 6-METHOXY-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLATE

Chemical Property of 6-Methoxy-1H-benzotriazole-5-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 2.28E-06mmHg at 25°C
• Boiling Point: 392.5°C at 760 mmHg
• Flash Point: 191.2°C
• PSA: 77.10000
• Density: 1.379g/cm³
• LogP: 0.75310
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 207.06439116
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

99.9% ^*data from raw suppliers

METHYL 6-METHOXY-1H-BENZOTRIAZOLE-5-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=NNN=C2C=C1C(=O)OC

Technology Process of 6-Methoxy-1H-benzotriazole-5-carboxylic acid methyl ester

There total 3 articles about 6-Methoxy-1H-benzotriazole-5-carboxylic acid methyl ester 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: 95.0%

6-methoxy-1H-benzotriazole-5-carboxylic acid (59338-92-0) → 6-methoxy-1H-benzotriazole-5-carboxylic acid methyl ester (59338-86-2)

Guidance literature:

With thionyl chloride; In methanol; for 4h; Reflux;

DOI:10.1002/jms.3011

Reference yield: 72.0%

methyl-4,5-diamino-2-methoxybenzoate (59338-85-1) → 6-methoxy-1H-benzotriazole-5-carboxylic acid methyl ester (59338-86-2)

Guidance literature:

With acetic acid; sodium nitrite; In water; at 5 ℃;

Reference yield:

methyl 4-amino-2-methoxy-5-nitrobenzoate (59338-84-0) → 6-methoxy-1H-benzotriazole-5-carboxylic acid methyl ester (59338-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium on activated charcoal / methanol; ethyl acetate / 18 h

2: acetic acid; sodium nitrite / water / 5 °C

With palladium on activated charcoal; hydrogen; acetic acid; sodium nitrite; In methanol; water; ethyl acetate;

upstream raw materials:

methyl-4,5-diamino-2-methoxybenzoate

6-methoxy-1H-benzotriazole-5-carboxylic acid

methyl 4-amino-2-methoxy-5-nitrobenzoate

Refernces

• 1、 -. "ARYL AND HETEROARYL-CARBOXAMIDE SUBSTITUTED HETEROARYL COMPOUNDS AS TYK2 INHIBITORS". Page/Page column 118. . Retrieved 2021/10/15.