6-(4-tert-Butylphenoxy)-1-imino-1H-isoindol-3-amine

Base Information

• Chemical Name: 6-(4-tert-Butylphenoxy)-1-imino-1H-isoindol-3-amine
• CAS No.: 125023-52-1
• Molecular Formula: C18H19N3O
• Molecular Weight: 293.368
• DSSTox Substance ID: DTXSID20561663
• Nikkaji Number: J315.263D
• Wikidata: Q82445509
• Mol file: 125023-52-1.mol

Synonyms:125023-52-1;6-(4-tert-Butylphenoxy)-1-imino-1H-isoindol-3-amine;SCHEMBL3227993;DTXSID20561663

Chemical Property of 6-(4-tert-Butylphenoxy)-1-imino-1H-isoindol-3-amine

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 293.152812238
• Heavy Atom Count: 22
• Complexity: 457

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)OC2=CC3=C(C=C2)C(=NC3=N)N

Technology Process of 6-(4-tert-Butylphenoxy)-1-imino-1H-isoindol-3-amine

There total 5 articles about 6-(4-tert-Butylphenoxy)-1-imino-1H-isoindol-3-amine 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: 80.0%

para-tert-butylphenol (98-54-4) + 4-Nitrophthalonitrile (31643-49-9) → 6-(p-tert-butylphenoxy)-1,3-dihydro-1,3-diiminoisoindole (125023-52-1)

Guidance literature:

para-tert-butylphenol; 4-Nitrophthalonitrile; With potassium carbonate; In dimethyl sulfoxide;

With ammonia; sodium methylate; at 20 ℃;

DOI:10.1016/j.molstruc.2013.05.001

Reference yield: 62.0%

4-(4–tert-butylphenoxy) phthalonitrile (125023-51-0) → 6-(p-tert-butylphenoxy)-1,3-dihydro-1,3-diiminoisoindole (125023-52-1)

Guidance literature:

With ammonia; sodium methylate; In tetrahydrofuran; methanol; 1a) 1h, RT 1b) 2h, reflux;

DOI:10.1021/jo00294a032

Reference yield:

para-tert-butylphenol (98-54-4) → 6-(p-tert-butylphenoxy)-1,3-dihydro-1,3-diiminoisoindole (125023-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / LiOH / dimethylsulfoxide / 72 h / 25 °C

2: 62 percent / NH₃(gas), NaOCH₃ / methanol; tetrahydrofuran / 1a) 1h, RT 1b) 2h, reflux

With lithium hydroxide; ammonia; sodium methylate; In tetrahydrofuran; methanol; dimethyl sulfoxide;

DOI:10.1021/jo00294a032

upstream raw materials:

4-(4–tert-butylphenoxy) phthalonitrile

para-tert-butylphenol

4-Nitrophthalonitrile

4-nitrophthalic amide