1-HYDROXY-N-[4-(2,4-DI-TERT-PENTYLPHENOXY)BUTYL]-2-NAPHTHAMIDE

Base Information

• Chemical Name: 1-HYDROXY-N-[4-(2,4-DI-TERT-PENTYLPHENOXY)BUTYL]-2-NAPHTHAMIDE
• CAS No.: 32180-75-9
• Deprecated CAS: 59960-24-6
• Molecular Formula: C31H41 N O3
• Molecular Weight: 475.671
• Hs Code.: 2924299090
• European Community (EC) Number: 250-943-9
• NSC Number: 605762
• DSSTox Substance ID: DTXSID7067661
• Nikkaji Number: J40.525F
• Wikidata: Q81994291
• ChEMBL ID: CHEMBL2005738
• Mol file: 32180-75-9.mol

Synonyms:2-Naphthamide,N-[4-(2,4-di-tert-pentylphenoxy)butyl]-1-hydroxy- (6CI,8CI); 1-Hydroxy-2-[d-(2,4-di-tert-amylphenoxy)butyl]naphthamide;1-Hydroxy-N-[d-(2,4-di-tert-amylphenoxy)butyl]-2-naphthamide;N-[4-(2,4-Di-tert-amylphenoxy)butyl]-1-hydroxy-2-naphthamide; NSC 605762

Chemical Property of 1-HYDROXY-N-[4-(2,4-DI-TERT-PENTYLPHENOXY)BUTYL]-2-NAPHTHAMIDE

Chemical Property:

• Vapor Pressure: 4.12E-17mmHg at 25°C
• Refractive Index: 1.566
• Boiling Point: 642.6°C at 760 mmHg
• Flash Point: 342.4°C
• PSA: 58.56000
• Density: 1.065g/cm³
• LogP: 7.90050
• XLogP3: 9.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 475.30864417
• Heavy Atom Count: 35
• Complexity: 660

Purity/Quality:

99% ^*data from raw suppliers

1-HYDROXY-N-[4-(2,4-DI-TERT-PENTYLPHENOXY)BUTYL]-2-NAPHTHAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)(C)C1=CC(=C(C=C1)OCCCCNC(=O)C2=C(C3=CC=CC=C3C=C2)O)C(C)(C)CC

Technology Process of 1-HYDROXY-N-[4-(2,4-DI-TERT-PENTYLPHENOXY)BUTYL]-2-NAPHTHAMIDE

There total 7 articles about 1-HYDROXY-N-[4-(2,4-DI-TERT-PENTYLPHENOXY)BUTYL]-2-NAPHTHAMIDE 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%

phenyl 1-hydroxy-2-naphthoate (132-54-7) + δ-[2,4-di(tert-amyl)phenoxy]butylamine (51959-14-9) → N-<4-<2,4-(1,1-dimethylethyl)phenoxy>butyl>-1-hydroxynaphthalene-2-carboxamide (32180-75-9)

Guidance literature:

at 165 - 170 ℃; for 2h;

Reference yield:

N-{δ-[2,4-di(tert-amyl)phenoxy]butyl}phthalimide (313984-55-3) → N-<4-<2,4-(1,1-dimethylethyl)phenoxy>butyl>-1-hydroxynaphthalene-2-carboxamide (32180-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / hydrazine hydrate / propan-2-ol / 0.17 h / 70 °C

2: 85 percent / 2 h / 165 - 170 °C

With hydrazine hydrate; In isopropyl alcohol;

Reference yield:

δ-(2,4-di-tert-amylphenoxy)butyl bromide (95559-82-3) → N-<4-<2,4-(1,1-dimethylethyl)phenoxy>butyl>-1-hydroxynaphthalene-2-carboxamide (32180-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / dimethylformamide / 8 h / 160 - 170 °C

2: 85 percent / N₂H₄*H₂O / propan-2-ol / 2 h / Heating

3: 88 percent / 2 h / 165 - 170 °C

With hydrazine hydrate; In N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

phenyl 1-hydroxy-2-naphthoate

δ-[2,4-di(tert-amyl)phenoxy]butylamine

N-{δ-[2,4-di(tert-amyl)phenoxy]butyl}phthalimide

δ-(2,4-di-tert-amylphenoxy)butyl bromide

Downstream raw materials:

1-hydroxy-4-(1-phenyl-5-tetrazolylthio)-2-naphthoic acid N-4<2,4-di(1,1-dimethylpropyl)phenoxy>butylamide

Refernces

• 1、 Yutilov,Svertilova,Minkina,Shcherbina,Kirillova. "Modified procedure for preparing δ-[2,4-di(tert-amyl)phenoxy]butylamine". . p. 2106 - 2108. Retrieved 2007/10/03.