Benzoic acid, 3,3'-azobis[6-hydroxy-, dimethyl ester

Base Information

• Chemical Name: Benzoic acid, 3,3'-azobis[6-hydroxy-, dimethyl ester
• CAS No.: 101351-60-4
• Molecular Formula: C16H14N2O6
• Molecular Weight: 330.297
• Mol file: 101351-60-4.mol

Synonyms:6,6'-Dihydroxy-3,3'-azo-di-benzoesaeure-dimethylester;dimethyl-3,3'-azo-bis(6-hydroxybenzoate);

Chemical Property of Benzoic acid, 3,3'-azobis[6-hydroxy-, dimethyl ester

Chemical Property:

• PSA: 117.78000
• LogP: 3.08640

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Olsalazine Dimethyl Ester is an intermediate used in the synthesis of Olsalazine Sodium Salt (O586000), which is a dimer of Mesalazine (M258100), an anti-inflammatory drug used in the treatment of inflammatory bowel disease and ulcerative colitis.

Technology Process of Benzoic acid, 3,3'-azobis[6-hydroxy-, dimethyl ester

There total 4 articles about Benzoic acid, 3,3'-azobis[6-hydroxy-, dimethyl 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:

methyl 5-amino-2-hydroxybenzoate (42753-75-3) → dimethyl 3,3'-azoxy-bis(6-hydroxybenzoate) (671822-05-2) + olsalazine methyl ester (101351-60-4)

Guidance literature:

methyl 5-amino-2-hydroxybenzoate; With acetic acid; at 28 - 30 ℃; for 0.0833333h;

With dihydrogen peroxide; In water; at 28 - 30 ℃; for 28 - 30h;

Reference yield:

5-Aminosalicylic Acid (89-57-6) → olsalazine methyl ester (101351-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 75 - 80 °C

2: acetic acid / 20 °C

With sulfuric acid; acetic acid;

DOI:10.1002/cmdc.201700540

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → olsalazine methyl ester (101351-60-4)

Guidance literature:

With ethanol; sodium nitrite;

DOI:10.1021/jo01098a634

upstream raw materials:

methyl salicylate

methyl 5-amino-2-hydroxybenzoate

methyl 2-hydroxy-5-nitrobenzoate

5-Aminosalicylic Acid

Downstream raw materials:

olsalazine

Refernces

• 1、 -. "Process for the preparation of aromatic azo-compounds". Page 4-5. . Retrieved 2008/06/13.