4'-Chloro-3-hydroxy-2-naphthanilide

Base Information

• Chemical Name: 4'-Chloro-3-hydroxy-2-naphthanilide
• CAS No.: 92-78-4
• Molecular Formula: C17H12ClNO2
• Molecular Weight: 297.741
• Hs Code.: DERIVATION
• European Community (EC) Number: 202-189-7
• NSC Number: 751298,50684
• UNII: 8V561WAE43
• DSSTox Substance ID: DTXSID7059066
• Nikkaji Number: J73.252D
• Wikidata: Q27271063
• ChEMBL ID: CHEMBL65653
• Mol file: 92-78-4.mol

Synonyms:naphthol AS-E

Chemical Property of 4'-Chloro-3-hydroxy-2-naphthanilide

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 1.57E-07mmHg at 25°C
• Melting Point: 255 °C
• Refractive Index: 1.735
• Boiling Point: 416.5 °C at 760 mmHg
• PKA: 8.69±0.40(Predicted)
• Flash Point: 205.7 °C
• PSA: 49.33000
• Density: 1.399 g/cm³
• LogP: 4.52410
• Storage Temp.: +2C to +8C
• Solubility.: soluble in Dimethylformamide
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 297.0556563
• Heavy Atom Count: 21
• Complexity: 368

Purity/Quality:

99% ^*data from raw suppliers

4''-Chloro-3-hydroxy-2-naphthanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)C(=O)NC3=CC=C(C=C3)Cl)O
• Uses: Naphthol AS-E is mainly used for dyeing cotton, and also for dyeing viscose fiber and silk. It is often used in combination with blue base or blue salt to dye dark blue and navy blue.

Technology Process of 4'-Chloro-3-hydroxy-2-naphthanilide

There total 5 articles about 4'-Chloro-3-hydroxy-2-naphthanilide 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: 71.0%

4-chloro-aniline (106-47-8) + 3-Hydroxy-2-naphthoic acid (92-70-6) → naphthol AS-E (92-78-4)

Guidance literature:

With phosphorus trichloride; In chlorobenzene; at 100 - 130 ℃; for 0.75h; Microwave irradiation;

DOI:10.3390/molecules18077977

Reference yield:

[3-[(4-chlorophenyl)carbamoyl]-naphthalen-2-yl] dihydrogen phosphate (18228-17-6) → naphthol AS-E (92-78-4)

Guidance literature:

With water; at 37 ℃; for 29.2h; Kinetics;

Reference yield:

3-hydroxy-2-naphthoyl chloride (1734-00-5) + 4-chloro-aniline (106-47-8) → naphthol AS-E (92-78-4)

Guidance literature:

With sodium acetate; In N,N-dimethyl-formamide; chlorobenzene; at 5 - 50 ℃;

upstream raw materials:

4-chloro-aniline

3-Hydroxy-2-naphthoic acid

4-Chlorophenyl isothiocyanate

3-hydroxy-2-naphthoyl chloride

Downstream raw materials:

8,13-dioxo-8,13-dihydro-dinaphtho[2,1-b;2',3'-d]furan-6-carboxylic acid-(4-chloro-anilide)

[3-[(4-chlorophenyl)carbamoyl]-naphthalen-2-yl] dihydrogen phosphate

C₂₀H₁₆ClNO₃

tert-butyl (3-((3-((4-Chlorophenyl)carbamoyl)naphthalen-2-yl)oxy)propyl)carbamate