4-[(E)-(4-Carbamoylphenyl)diazenyl]-3-hydroxy-N-(2-methoxyphenyl)-2-naphthamide | CAS No. 36968-27-1

4-[(E)-(4-Carbamoylphenyl)diazenyl]-3-hydroxy-N-(2-methoxyphenyl)-2-naphthamide

Basic Information

CAS Number

36968-27-1

Molecular Formula

C25H20N4O4

Molecular Weight

440.46 g/mol

AD

Basic Physical Properties

Density

1.33

Refractive Index

1.667

COc4ccccc4NC(=O)c3cc1ccccc1c(/N=N/c2ccc(cc2)C(N)=O)c3O

InChI

InChI=1S/C25H20N4O4/c1-33-21-9-5-4-8-20(21)27-25(32)19-14-16-6-2-3-7-18(16)22(23(19)30)29-28-17-12-10-15(11-13-17)24(26)31/h2-14,30H,1H3,(H2,26,31)(H,27,32)/b29-28+

InChIKey

HULNYTPFPARJMG-ZQHSETAFSA-N

LogP

5.320600000000003

Topological Polar Surface Area

126.36999999999999 Ų

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

815

Synonyms & References

English

  • 4-[[4-(aminocarbonyl)phenyl]azo]-3-hydroxy-N-(2-methoxyphenyl)naphthalene-2-carboxamide
  • (4Z)-4-[(4-carbamoylphenyl)hydrazinylidene]-N-(2-methoxyphenyl)-3-oxonaphthalene-2-carboxamide
  • PIGMENT RED 226
  • (4Z)-4-[2-(4-carbamoylphenyl)hydrazinylidene]-N-(2-methoxyphenyl)-3-oxo-3,4-dihydronaphthalene-2-carboxamide
  • Pigment Red 266

Customs Code

2927000090

FAQ

What are the physical and chemical properties of 4-[(E)-(4-Carbamoylphenyl)diazenyl]-3-hydroxy-N-(2-methoxyphenyl)-2-naphthamide (CAS: 36968-27-1)?

This compound is a crystalline solid with a molecular weight of approximately 528.4 g/mol. It is slightly soluble in water but more soluble in organic solvents like DMSO and DMF. Chemically, it exhibits reactivity typical of amides and naphthamides, making it susceptible to hydrolysis under certain conditions. It is also known for its diazenyl group, which can undergo oxidative coupling. This compound is often used in research for its potential in pharmaceutical and sensing applications.

How is 4-[(E)-(4-Carbamoylphenyl)diazenyl]-3-hydroxy-N-(2-methoxyphenyl)-2-naphthamide (CAS: 36968-27-1) typically synthesized?

This compound is usually synthesized through a multi-step process involving diazotization, coupling, and amidation reactions. Commonly, a diazo compound derived from 4-carbamoylphenyl is combined with 2-naphthamide and a 2-methoxyphenyl group under basic conditions. The reaction typically uses sodium hydroxide or potassium hydroxide as a catalyst, with high selectivity and yield, making it a viable method for producing this compound in the laboratory.

What industries use 4-[(E)-(4-Carbamoylphenyl)diazenyl]-3-hydroxy-N-(2-methoxyphenyl)-2-naphthamide (CAS: 36968-27-1)?

This compound is primarily used in the pharmaceutical industry for developing new drugs and in the production of advanced materials. It is also explored for its use in sensor technologies due to its unique optical and electronic properties. Additionally, its potential in semiconductor applications is being researched, making it a versatile compound across various scientific and industrial sectors.

What precautions should be taken when handling 4-[(E)-(4-Carbamoylphenyl)diazenyl]-3-hydroxy-N-(2-methoxyphenyl)-2-naphthamide (CAS: 36968-27-1)?

When handling this compound, it is important to use appropriate personal protective equipment (PPE) such as gloves and goggles. It should be stored in a cool, dry place, away from direct sunlight and heat sources. In case of spills, use appropriate containment measures and follow safety data sheet (SDS) guidelines. Always work in a well-ventilated area or fume hood to avoid inhalation of vapors. Ensure proper disposal methods are followed to protect the environment and human health.

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