4-[(2,5-Dichlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide

Base Information

• Chemical Name: 4-[(2,5-Dichlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide
• CAS No.: 6041-94-7
• Deprecated CAS: 3267-10-5
• Molecular Formula: C23H15Cl2N3O2
• Molecular Weight: 436.297
• Hs Code.: DERIVATION
• European Community (EC) Number: 227-930-1
• DSSTox Substance ID: DTXSID3025914
• Nikkaji Number: J34.067G,J2.299.214G
• Mol file: 6041-94-7.mol

Synonyms:6041-94-7;CCRIS 6092;EINECS 227-930-1;4-[(2,5-Dichlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide;C.I.12310;C23H15Cl2N3O2;2-Naphthalenecarboxamide, 4-((2,5-dichlorophenyl)azo)-3-hydroxy-N-phenyl-;2-Naphthalenecarboxamide, 4-[(2,5-dichlorophenyl)azo]-3-hydroxy-N-phenyl-;4-[(2,5-dichlorophenyl)diazenyl]-3-hydroxy-N-phenylnaphthalene-2-carboxamide;EC 227-930-1;4E)-4-[(25-dichlorophenyl)hydrazinylidene]-3-oxo-N-phenylnaphthalene-2-carboxamide;4-(2,5-Dichlorophenyl)azo-3-hydroxy-N-phenylnaphthalene-2-carboxamide;C23-H15-Cl2-N3-O2;4-((2,5-Dichlorophenyl)azo)-3-hydroxy-N-phenylnaphthalene-2-carboxamide;2-naftalencarboxamida, 4-[2-(2,5-diclorofenil) diazenil]-3-hidroxi-n-fenil-;starbld0009541;C.I. 12310;(4E)-4-[(2,5-dichlorophenyl)hydrazinylidene]-3-oxo-N-phenylnaphthalene-2-carboxamide;SCHEMBL375519;DTXSID3025914;SCHEMBL12955213;SCHEMBL16323767;SCHEMBL21784292;MFCD00071979;LS-1441;W-110082;4-[(2,5-dichlorophenyl)azo]-3-hydroxy-N-phenyl-2-naphthalene-carboxamide;4-[(E)-(2,5-Dichlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide;4-[(E)-(2,5-Dichlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide #;2-Naphthalenecarboxamide, 4-(2-(2,5-dichlorophenyl)diazenyl)-3-hydroxy-N-phenyl-;N-Phenyl-1,2-dihydro-2-oxo-1-[2-(2,5-dichlorophenyl)hydrazono]naphthalene-3-carboxamide

Chemical Property of 4-[(2,5-Dichlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide

Chemical Property:

• Appearance/Colour: yellowish red or dark red powder
• Vapor Pressure: 9.25E-15mmHg at 25°C
• Melting Point: 310-311 °C
• Refractive Index: 1.673
• Boiling Point: 595.2ºC at 760 mmHg
• PKA: 10.63±0.50(Predicted)
• Flash Point: 313.7ºC
• PSA: 74.05000
• Density: 1.38 g/cm³
• LogP: 7.59290
• Solubility.: 8.63mg/L in organic solvents at 20 ℃
• Water Solubility.: <0.1 g/100 mL at 19℃
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 435.0541321
• Heavy Atom Count: 30
• Complexity: 613

Purity/Quality:

99.9% ^*data from raw suppliers

Pigment Red 2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=CC3=CC=CC=C3C(=C2O)N=NC4=C(C=CC(=C4)Cl)Cl

Technology Process of 4-[(2,5-Dichlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide

There total 3 articles about 4-[(2,5-Dichlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide 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: 60.3%

2,3-oxynaphthoic acid phenylamide (92-77-3) + 2,5-dichloroaniline diazonium fluoroboric salt → 4-(2,5-dichlorophenyl)azo-3-hydroxy-N-phenylnaphthalene-2-carboxamide (6041-94-7)

Guidance literature:

2,3-oxynaphthoic acid phenylamide; With sodium hydroxide; In 1-methyl-pyrrolidin-2-one; at 40 ℃;

2,5-dichloroaniline diazonium fluoroboric salt; In 1-methyl-pyrrolidin-2-one; at 5 - 20 ℃;

DOI:10.1016/j.molstruc.2014.12.011

Reference yield:

2,5 dichloroaniline (95-82-9) → 4-(2,5-dichlorophenyl)azo-3-hydroxy-N-phenylnaphthalene-2-carboxamide (6041-94-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; hydrogenchloride; sodium nitrite / water / 0 - 50 °C

1.2: 5 °C

2.1: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 40 °C

2.2: 5 - 20 °C

With hydrogenchloride; acetic acid; sodium hydroxide; sodium nitrite; In 1-methyl-pyrrolidin-2-one; water;

DOI:10.1016/j.molstruc.2014.12.011

Reference yield:

→ 4-(2,5-dichlorophenyl)azo-3-hydroxy-N-phenylnaphthalene-2-carboxamide (6041-94-7)

Guidance literature:

/BRN= 1830634/;

upstream raw materials:

2,3-oxynaphthoic acid phenylamide

2,5 dichloroaniline

Refernces