2-Acetamido-5-chlorophenyl acetate

Base Information

• Chemical Name: 2-Acetamido-5-chlorophenyl acetate
• CAS No.: 139399-68-1
• Molecular Formula: C10H10ClNO3
• Molecular Weight: 227.647
• DSSTox Substance ID: DTXSID401272024
• Nikkaji Number: J2.614.872C
• Mol file: 139399-68-1.mol

Synonyms:2-acetamido-5-chlorophenyl acetate;139399-68-1;DTXSID401272024;N-[2-(Acetyloxy)-4-chlorophenyl]acetamide

Chemical Property of 2-Acetamido-5-chlorophenyl acetate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 227.0349209
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)Cl)OC(=O)C

Technology Process of 2-Acetamido-5-chlorophenyl acetate

There total 7 articles about 2-Acetamido-5-chlorophenyl acetate 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: 81.0%

2-acetamidophenyl acetate (5467-64-1) → 2-Acetamido-5-chlorophenyl acetate (139399-68-1)

Guidance literature:

With N-chloro-succinimide; acetic acid; for 120h; Ambient temperature;

DOI:10.1007/BF00814133

Reference yield: 60.0%

acetic acid (64-19-7,77671-22-8) + N-(4-chlorophenyl)acetamide (539-03-7) → 2-Acetamido-5-chlorophenyl acetate (139399-68-1)

Guidance literature:

With potassium peroxomonosulphate; palladium diacetate; In 1,2-dichloro-ethane; at 100 ℃; for 48h;

DOI:10.1021/jo8003088

Reference yield:

2-(acetylamino)phenol (614-80-2) → 2-Acetamido-5-chlorophenyl acetate (139399-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridine / acetonitrile / 0.08 h / Ambient temperature

2: 81 percent / N-chlorosuccinimide, CH₃COOH / 120 h / Ambient temperature

With pyridine; N-chloro-succinimide; acetic acid; In acetonitrile;

DOI:10.1007/BF00814133

upstream raw materials:

2-acetamidophenyl acetate

1-azido-4-chlorobenzene

acetic acid

chloroform

Downstream raw materials:

N-(4-chloro-2-hydroxyphenyl)acetamide

2-amino-5-chlorophenol

Refernces

• 1、 Wang, Guan-Wu,Yuan, Ting-Ting,Wu, Xue-Liang. "Direct ortho-acetoxylation of anilides via palladium-catalyzed sp 2 C-H bond oxidative activation". . p. 4717 - 4720. Retrieved 2008/09/21.