N-(3,5-Di-tert-butyl-4-hydroxyphenyl)formamide

Base Information

• Chemical Name: N-(3,5-Di-tert-butyl-4-hydroxyphenyl)formamide
• CAS No.: 69230-90-6
• Molecular Formula: C15H23NO2
• Molecular Weight: 249.353
• DSSTox Substance ID: DTXSID80550452
• Nikkaji Number: J845.919C
• Wikidata: Q82429822
• Mol file: 69230-90-6.mol

Synonyms:N-(3,5-Di-tert-butyl-4-hydroxyphenyl)formamide;Oprea1_581522;69230-90-6;SCHEMBL9161083;DTXSID80550452;4-formylamino-2,6-di-t-butylphenol

Chemical Property of N-(3,5-Di-tert-butyl-4-hydroxyphenyl)formamide

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 249.172878976
• Heavy Atom Count: 18
• Complexity: 264

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)NC=O

Technology Process of N-(3,5-Di-tert-butyl-4-hydroxyphenyl)formamide

There total 7 articles about N-(3,5-Di-tert-butyl-4-hydroxyphenyl)formamide 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%

2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + formamide (77287-34-4,77287-35-5,60100-09-6) → 3,5-di-tert-butyl-4-hydroxyformanilide (69230-90-6)

Guidance literature:

at 180 - 185 ℃; for 2h;

DOI:10.1007/BF00962022

Reference yield: 93.0%

3,5-di-tert-butyl-4-hydroxyphenyl isocyanide (20600-84-4) → 3,5-di-tert-butyl-4-hydroxyformanilide (69230-90-6)

Guidance literature:

With water; acetic acid; at 20 ℃; for 0.5h;

DOI:10.1007/BF01457806

Reference yield:

3,5-di-tert-butyl-4-hydroxybenzaldehyde oxime (787-13-3) → 3,5-di-tert-butyl-4-hydroxyformanilide (69230-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / TsCl; Et₃N / CH₂Cl₂ / 1.5 h / 5 - 20 °C

2: 93 percent / AcOH; H₂O / 0.5 h / 20 °C

With water; acetic acid; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; 1: Dehydration / 2: hydration;

DOI:10.1007/BF01457806

upstream raw materials:

2,6-Di-tert-butyl-1,4-benzoquinone

formamide

2,6-di-tert-butyl-1,4-benzoquinone monooxime

2,6-di-tert-butyl-4-(phenylimino)cyclohexa-2,5-dienone

Downstream raw materials:

2,6-di-tert-butyl-4-aminophenol