Acetanilide, dichloro-

Base Information

• Chemical Name: Acetanilide, dichloro-
• CAS No.: 2563-99-7
• Molecular Formula: C8H7 Cl2 N O
• Molecular Weight: 204.056
• NSC Number: 154334
• DSSTox Substance ID: DTXSID001031115
• Nikkaji Number: J826.311F
• Wikidata: Q27463923
• ChEMBL ID: CHEMBL1234834
• Mol file: 2563-99-7.mol

Synonyms:2,2-dichloro-N-phenylacetamide;ACETANILIDE, DICHLORO-;31620-87-8;N-Dichloroacetanilide;2563-99-7;Dichloracetanilid;NSC154334;N-Phenyldichloroacetamide;SCHEMBL4296111;CHEMBL1234834;2,2-dichloro-n-phenyl-acetamide;KJSVAEGLTPBKAA-UHFFFAOYSA-N;DTXSID001031115;Acetamide, 2,2-dichloro-N-phenyl-;AKOS003624860;NSC-154334;Q27463923

Chemical Property of Acetanilide, dichloro-

Chemical Property:

• Vapor Pressure: 7.42E-05mmHg at 25°C
• Boiling Point: 342.7°Cat760mmHg
• Flash Point: 161°C
• Density: 1.4g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 202.9904692
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Acetanilide, dichloro-

There total 46 articles about Acetanilide, dichloro- 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: 99.0%

dichloro-acetic acid (79-43-6) + aniline (62-53-3) → N-phenyl-2,2-dichloroacetamide (2563-99-7)

Guidance literature:

With covalent organic polymer from p-aminophenol and cyanuric chloride; In 1,4-dioxane; at 20 ℃; for 0.5h;

DOI:10.1039/c9dt03931g

Reference yield: 98.6%

dichloroacethyl chloride (79-36-7) + aniline (62-53-3) → N-phenyl-2,2-dichloroacetamide (2563-99-7)

Guidance literature:

aniline; With sodium hydrogencarbonate; at 20 ℃; for 7h; Sonication;

dichloroacethyl chloride; In tetrahydrofuran; at 60 ℃; for 8h; Microwave irradiation;

Reference yield: 98.0%

N-phenylacetoacetamide (102-01-2,98624-45-4) → N-phenyl-2,2-dichloroacetamide (2563-99-7)

Guidance literature:

With N-chloro-succinimide; In dichloromethane; at 20 ℃; for 8h; Reagent/catalyst; Schlenk technique;

DOI:10.1055/s-0033-1338515

upstream raw materials:

dichloro-acetic acid

phenyl isocyanate

phenyl isothiocyanate

pentachloroacetone

Downstream raw materials:

N,N'-diphenylformazan

N-Phenyl-2-chlor-acetimidoylchlorid

α.α-Dichlor-thioacetanilid

2,2-dichloro-N-phenylacetimidoyl chloride

Refernces

• 1、 Heard, David M.,Lennox, Alastair J.J.. "Dichloromeldrum's acid (DiCMA): A practical and green amine dichloroacetylation reagent". supporting information. p. 3368 - 3372. Retrieved 2021/05/06.
• 2、 Deketelaere, Sari,Van Den Broeck, Elias,Cools, Lore,Deturck, Daan,Naeyaert, Hannes,Van Hecke, Kristof,Stevens, Christian V.,Van Speybroeck, Veronique,D'hooghe, Matthias. "Unexpected Formation of 2,2-Dichloro-N-(chloromethyl)acetamides during Attempted Staudinger 2,2-Dichloro-β-lactam Synthesis". supporting information. p. 5823 - 5830. Retrieved 2021/11/17.