4-Amino-3-hydroxybenzonitrile

Base Information

• Chemical Name: 4-Amino-3-hydroxybenzonitrile
• CAS No.: 55586-26-0
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• Hs Code.: 2926909090
• European Community (EC) Number: 812-842-3
• DSSTox Substance ID: DTXSID50436597
• Nikkaji Number: J1.497.142D
• Wikidata: Q82251883
• Mol file: 55586-26-0.mol

Synonyms:4-Amino-3-hydroxybenzonitrile;55586-26-0;4-amino-3-hydroxy-benzonitrile;2-amino-5-cyanophenol;Benzonitrile, 4-amino-3-hydroxy-;MFCD06657033;3-hydroxy-4-aminobenzonitrile;o-hydroxy-p-cyanoaniline;2-hydroxy-4-cyanoaniline;4-cyano-2-hydroxyl aniline;SCHEMBL5596077;DTXSID50436597;HKZPOGZBKIWMPO-UHFFFAOYSA-N;AMY28191;AKOS006294597;GS-6028;MB03898;SY102836;FT-0732359;EN300-303374;J-514365

Chemical Property of 4-Amino-3-hydroxybenzonitrile

Chemical Property:

• Melting Point: 149-150 °C
• Boiling Point: 314.103 °C at 760 mmHg
• PKA: 8.37±0.10(Predicted)
• Flash Point: 143.765 °C
• PSA: 70.04000
• Density: 1.332 g/cm³
• LogP: 1.42728
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

98%Min ^*data from raw suppliers

4-Amino-3-hydroxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)O)N

Technology Process of 4-Amino-3-hydroxybenzonitrile

There total 7 articles about 4-Amino-3-hydroxybenzonitrile 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%

3-hydroxy-4-nitrobenzonitrile (18495-15-3) → 3-hydroxy-4-aminobenzonitrile (55586-26-0)

Guidance literature:

With hydrogen; Pd-BaSO₄; In ethyl acetate; at 23 ℃; for 3.5h; under 1551.44 Torr;

DOI:10.1021/jm034248l

Reference yield: 86.0%

3-hydroxy-4-nitrobenzonitrile (18495-15-3) + stannous chloride (7772-99-8) → 3-hydroxy-4-aminobenzonitrile (55586-26-0)

Guidance literature:

In ethanol;

Reference yield: 77.0%

2-nitro-6-cyanophenol (28177-79-9) + stannous chloride (7772-99-8) → 3-hydroxy-4-aminobenzonitrile (55586-26-0)

Guidance literature:

In acetic acid;

upstream raw materials:

3-hydroxy-4-nitrobenzonitrile

4-amino-3-iodobenzonitrile

m-cyanophenol

stannous chloride

Downstream raw materials:

3-[(6-(2-amino-5-cyanophenoxy)-3,5-difluoro-4-methylpyridin-2-yl)oxy]-N,N-dimethylbenzamide

4-((2-ethoxy-3,4-dioxocyclobut-1-en-1-yl)amino)-3-hydroxybenzonitrile

N-(4-Cyano-2-hydroxyphenyl)-N'-(2-bromophenyl)thiourea

C₁₅H₁₂N₂OS

Refernces

• 1、 Pti?ek, Lucija,Hok, Lucija,Grb?i?, Petra,Topi?, Filip,Cetina, Mario,Rissanen, Kari,Paveli?, Sandra Kraljevi?,Vianello, Robert,Racané, Livio. "Amidino substituted 2-aminophenols: biologically important building blocks for the amidino-functionalization of 2-substituted benzoxazoles". supporting information. p. 2784 - 2793. Retrieved 2021/04/07.
• 2、 -. "ANTIBIOTIC COMPOUNDS". Page/Page column 77; 78. . Retrieved 2018/03/25.