N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide

Base Information

• Chemical Name: N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide
• CAS No.: 4497-73-8
• Molecular Formula: C18H12 Cl N O3
• Molecular Weight: 325.7458
• Mol file: 4497-73-8.mol

Synonyms:1,4-Naphthoquinone,2-chloro-3-(N-phenylacetamido)- (7CI,8CI); Acetanilide, N-(3-chloro-1,4-dihydro-1,4-dioxo-2-naphthyl)-(6CI); NSC 56397

Chemical Property of N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide

Chemical Property:

• Vapor Pressure: 1.25E-08mmHg at 25°C
• Boiling Point: 459.6°C at 760 mmHg
• Flash Point: 231.8°C
• Density: 1.4g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide

There total 2 articles about N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide 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: 97.0%

2-chloro-3-(phenylamino)naphthalene-1,4-dione (1090-16-0) + acetic anhydride (108-24-7) → N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide (4497-73-8)

Guidance literature:

With sulfuric acid; at 80 ℃; for 1.5h;

Reference yield:

2,3-Dichloro-1,4-naphthoquinone (117-80-6) → N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide (4497-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 8 h / Reflux

2: sulfuric acid / 20 °C

With sulfuric acid; In acetonitrile;

DOI:10.1007/s10593-017-2092-y

Reference yield: 80.0%

zinc 2-aminobenzenethiolate (98370-54-8) + N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide (4497-73-8) → 6-N-(acetylanilino)-5H-benzophenothiazin-5-one (25947-10-8)

Guidance literature:

In ethanol; for 2h; Heating;

upstream raw materials:

2-chloro-3-(phenylamino)naphthalene-1,4-dione

acetic anhydride

2,3-Dichloro-1,4-naphthoquinone

Downstream raw materials:

2-(N-acetyl-anilino)-3-amino-[1,4]naphthoquinone

2-(N-acetyl-anilino)-3-anilino-[1,4]naphthoquinone

2-chloro-3-(phenylamino)naphthalene-1,4-dione

N-(5-Oxo-5H-7-oxa-11,12-diaza-benzo[a]anthracen-6-yl)-N-phenyl-acetamide