3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester

Base Information

• Chemical Name: 3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester
• CAS No.: 137058-34-5
• Molecular Formula: C₂₃H₂₂N₂O₄
• Molecular Weight: 390.439
• Mol file: 137058-34-5.mol

Synonyms:3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester

Chemical Property of 3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester

There total 1 articles about 3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl 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: 88.0%

ethyl 2,5-dihydroxybenzoate (3943-91-7) + p-toluidine (106-49-0,12221-03-3) → 3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester (137058-34-5)

Guidance literature:

With sodium periodate; In methanol; water; at 0 - 20 ℃; for 19h;

DOI:10.1021/jm00115a019

Reference yield: 71.0%

3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester (137058-34-5) → 2-Amino-3,6-dioxo-5-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester (137058-38-9)

Guidance literature:

With ammonia; In methanol; chloroform; for 18h; Ambient temperature;

DOI:10.1021/jm00115a019

Reference yield:

3,6-Dioxo-2,5-bis-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester (137058-34-5) → 3-Ethoxy-5-p-tolylamino-benzo[c]isoxazole-4,7-dione (137058-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / NH₃ / CHCl₃; methanol / 18 h / Ambient temperature

2: 22 percent / Pd(OAc)4 / CHCl₃; tetrahydrofuran / 1.5 h

With palladium(II) acetate; ammonia; In tetrahydrofuran; methanol; chloroform;

DOI:10.1021/jm00115a019

upstream raw materials:

ethyl 2,5-dihydroxybenzoate

p-toluidine

Downstream raw materials:

2-Amino-3,6-dioxo-5-p-tolylamino-cyclohexa-1,4-dienecarboxylic acid ethyl ester

3-Ethoxy-5-p-tolylamino-benzo[c]isoxazole-4,7-dione

3-(2-Dimethylamino-ethylamino)-5-p-tolylamino-benzo[c]isoxazole-4,7-dione