N-(4-amino-2-chlorophenyl)acetamide

Base Information

• Chemical Name: N-(4-amino-2-chlorophenyl)acetamide
• CAS No.: 57556-49-7
• Molecular Formula: C8H9ClN2O
• Molecular Weight: 184.625
• Hs Code.: 2924299090
• European Community (EC) Number: 611-558-5
• NSC Number: 88986
• DSSTox Substance ID: DTXSID60293375
• Wikidata: Q72434634
• Mol file: 57556-49-7.mol

Synonyms:N-(4-amino-2-chlorophenyl)acetamide;57556-49-7;4'-Amino-2'-chloroacetanilide;4-AMINO-2-CHLOROACETANILIDE;NSC88986;NCIOpen2_001493;SCHEMBL115706;DTXSID60293375;BBL034240;MFCD00034068;NSC 88986;NSC-88986;STL411754;AKOS000101039;VS-12461;BB 0256454;FT-0725366;EN300-26585;A831501;Z223844400

Chemical Property of N-(4-amino-2-chlorophenyl)acetamide

Chemical Property:

• Melting Point: 131-133 °C
• Boiling Point: 294.9 °C at 760 mmHg
• Flash Point: 132.1 °C
• PSA: 55.12000
• Density: 1.35 g/cm³
• LogP: 2.53480
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.0403406
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

N-(4-amino-2-chlorophenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-amino-2-chlorophenyl)acetamide

There total 3 articles about N-(4-amino-2-chlorophenyl)acetamide 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: 86.4%

N-(2-chloro-4-nitrophenyl)acetamide (881-87-8) + hydrazine hydrate (7803-57-8,79785-97-0) → N-(4-Amino-2-chloro-phenyl)-acetamide (57556-49-7)

Guidance literature:

N-(2-chloro-4-nitrophenyl)acetamide; With iron(III) chloride hexahydrate; pyrographite; In methanol; for 0.25h; Reflux;

hydrazine hydrate; In methanol; for 4h; Reflux;

DOI:10.1021/ic502487x

Reference yield: 42.0%

N-(2-chloro-4-nitrophenyl)acetamide (881-87-8) → N-(4-Amino-2-chloro-phenyl)-acetamide (57556-49-7)

Guidance literature:

With hydrogenchloride; tin(II) chloride dihdyrate; In water; at 20 ℃; for 2h;

Reference yield:

2-Chloro-4-nitroaniline (121-87-9) → N-(4-Amino-2-chloro-phenyl)-acetamide (57556-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: glacial acetic acid; concentrated sulfuric acid

2: zinc; acetic acid

With sulfuric acid; acetic acid; zinc;

upstream raw materials:

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

2-Chloro-4-nitroaniline

hydrazine hydrate

Downstream raw materials:

N,N'-bis-(4-acetylamino-3-chloro-phenyl)-urea

N-[2-Chloro-4-(piperidine-1-sulfonylamino)-phenyl]-acetamide

C₁₃H₁₅ClN₄O₅

N,N'-bis-(4-amino-3-chloro-phenyl)-urea

Refernces

• 1、 -. "ALLOSTERIC MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS". Paragraph 0113. . Retrieved 2013/05/21.
• 2、 Rajappa, Srinivasachari,Sreenivasan, Ramaswami,Khalwadekar, Asha. "Quinone Imine Route to Benzimidazol-2-ylcarbamates. Part 1. Synthesis of Open-chain and Cyclic 5-Acylamino Derivatives.". . p. 1657 - 1675. Retrieved 2007/10/02.