5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one

Base Information

• Chemical Name: 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one
• CAS No.: 147119-43-5
• Molecular Formula: C₂₄H₁₇N₃O₂
• Molecular Weight: 379.418
• Mol file: 147119-43-5.mol

Synonyms:5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one

Chemical Property of 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one

There total 7 articles about 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one 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: 79.0%

Diphenylmethane (101-81-5) + 4,5-dicyano-N-methylphthalimide (147119-31-1) → 5-cyano-6-(diphenylmethyl)-2-methylisoindoline-1,3-dione + 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one (147119-43-5) + 5-cyano-3,6-bis(diphenylmethyl)-3-hydroxy-2-methylisoindol-1-one + 6-cyano-3,5-bis(diphenylmethyl)-3-hydroxy-2-methylisoindol-1-one

Guidance literature:

In acetonitrile; for 1.75h; Further byproducts given; Irradiation;

DOI:10.1021/jo00059a023

Reference yield:

4,5-dicyanophthalimide (65975-34-0) → 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one (147119-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / 1) KOH / 1) methanol, 2) neat, 150 deg C, 2 h

2: 79 percent / acetonitrile / 1.75 h / Irradiation

With potassium hydroxide; In acetonitrile;

DOI:10.1021/jo00059a023

Reference yield:

1,2,4,5-benzenetetracarboxylic acid (89-05-4) → 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)-2-methylisoindol-1-one (147119-43-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 2) 25 percent aq. ammonia / 1) neat, 135 - 140 deg C, 6 h, 2) 12 h

2: 20 percent / thionyl chloride / dimethylformamide / 7 h / 60 - 70 °C

3: 60 percent / 1) KOH / 1) methanol, 2) neat, 150 deg C, 2 h

4: 79 percent / acetonitrile / 1.75 h / Irradiation

With potassium hydroxide; ammonium hydroxide; thionyl chloride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo00059a023

upstream raw materials:

Diphenylmethane

4,5-dicyano-N-methylphthalimide

4,5-dicyanophthalimide

1,2,4,5-benzenetetracarboxylic acid