1-Acetylamino-7-naphthol

Base Information

• Chemical Name: 1-Acetylamino-7-naphthol
• CAS No.: 6470-18-4
• Deprecated CAS: 93-38-9
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2924299090
• European Community (EC) Number: 229-293-5
• NSC Number: 7566
• UNII: Y3Y5XP0GBH
• DSSTox Substance ID: DTXSID6064377
• Nikkaji Number: J40.494B
• Wikidata: Q72434054
• ChEMBL ID: CHEMBL1901271
• Mol file: 6470-18-4.mol

Synonyms:6470-18-4;1-Acetylamino-7-naphthol;N-(7-hydroxynaphthalen-1-yl)acetamide;1-Acetamido-7-hydroxynaphthalene;N-(7-Hydroxy-1-naphthyl)acetamide;Acetamide, N-(7-hydroxy-1-naphthalenyl)-;1-Acetamido-7-naphthol;Acetamide, N-(7-hydroxy-1-naphthyl)-;Y3Y5XP0GBH;MLS002638016;NSC 7566;NSC-7566;EINECS 229-293-5;MFCD00035710;AI3-60059;8-Acetamido-2-naphthol;1-Acethyl amino-7 napththol;NSC7566;UNII-Y3Y5XP0GBH;Oprea1_129052;N-(7-hydroxynaphthyl)acetamide;SCHEMBL1413170;CHEMBL1901271;DTXSID6064377;1-acetamino-7-hydroxy-naphthalene;HMS3093O18;N-(7-Hydroxynaphth-1-yl)acetamide;AKOS003245253;AB01567;n-(7-hydroxynaphthalene-1-yl)-acetamide;1-ACETYLAMINO-7-HYDROXYNAPHTHALENE;AC-12353;DS-18479;N-(7-Hydroxy-naphthalen-1-yl)-acetamide;SMR001530297;SY110480;CS-0187548;FT-0607289;N-(7-HYDROXY-1-NAPHTHALENYL)ACETAMIDE;A19019;SR-01000513201;SR-01000513201-1;W-104822

Chemical Property of 1-Acetylamino-7-naphthol

Chemical Property:

• Vapor Pressure: 4.45E-10mmHg at 25°C
• Melting Point: 168-169 °C
• Refractive Index: 1.704
• Boiling Point: 486.2 °C at 760 mmHg
• PKA: 9.44±0.40(Predicted)
• Flash Point: 247.9 °C
• PSA: 49.33000
• Density: 1.297 g/cm³
• LogP: 2.57680
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99.9% ^*data from raw suppliers

N-(7-Hydroxynaphthalen-1-yl)acetamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC2=C1C=C(C=C2)O
• Uses: Intermediate of dyestuff

Technology Process of 1-Acetylamino-7-naphthol

There total 7 articles about 1-Acetylamino-7-naphthol 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: 96.0%

8-acetamidonaphthalen-2-yl acetate (29921-56-0) → 1-acetylamino-7-naphthol (6470-18-4)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 1h; Reflux;

DOI:10.1039/c5ob01739d

Reference yield: 88.0%

8-amino-2-naphthol (118-46-7) + acetic anhydride (108-24-7) → 1-acetylamino-7-naphthol (6470-18-4)

Guidance literature:

In dichloromethane; at 20 ℃; for 21h;

Reference yield:

8-amino-2-naphthol (118-46-7) → 1-acetylamino-7-naphthol (6470-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: TEA / CHCl₃

2: NaHCO₃ (sat) / methanol

With TEA; sodium hydrogencarbonate; In methanol; chloroform;

DOI:10.1021/jm030826m

upstream raw materials:

8-amino-2-naphthol

acetic anhydride

acetyl chloride

8-acetamidonaphthalen-2-yl acetate

Downstream raw materials:

8-acetamidonaphthalen-2-yl acetate

1-iodo-7-methoxynaphthalene

Ropinirole

Refernces

• 1、 Yousuf, Zeshan,Richards, Andrew K.,Dwyer, Andrew N.,Linclau, Bruno,Harrowven, David C.. "The development of a short route to the API ropinirole hydrochloride". . p. 10532 - 10539. Retrieved 2015/11/10.
• 2、 Mewshaw, Richard E.,Edsall Jr., Richard J.,Yang, Cuijian,Manas, Eric S.,Xu, Zhang B.,Henderson, Ruth A.,Keith Jr., James C.,Harris, Heather A.. "ERβ ligands. 3. Exploiting two binding orientations of the 2-phenylnaphthalene scaffold to achieve ERβ selectivity". . p. 3953 - 3979. Retrieved 2007/10/03.