2-(Acetyloxy)-N-(3-amino-2-chloro-5-cyanophenyl)acetamide

Base Information

• Chemical Name: 2-(Acetyloxy)-N-(3-amino-2-chloro-5-cyanophenyl)acetamide
• CAS No.: 133568-80-6
• Molecular Formula: C₁₁H₁₀ClN₃O₃
• Molecular Weight: 267.672
• DSSTox Substance ID: DTXSID701197419

Synonyms:SCHEMBL9024019;DTXSID701197419;2-(Acetyloxy)-N-(3-amino-2-chloro-5-cyanophenyl)acetamide;133568-80-6

Chemical Property of 2-(Acetyloxy)-N-(3-amino-2-chloro-5-cyanophenyl)acetamide

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 267.0410689
• Heavy Atom Count: 18
• Complexity: 379

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC(=O)NC1=CC(=CC(=C1Cl)N)C#N

Technology Process of 2-(Acetyloxy)-N-(3-amino-2-chloro-5-cyanophenyl)acetamide

There total 1 articles about 2-(Acetyloxy)-N-(3-amino-2-chloro-5-cyanophenyl)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: 45.0%

2-chloro-5-cyano-1,3-phenylenediamine (34207-46-0) + Acetoxyacetyl chloride (13831-31-7) → Acetic acid (3-amino-2-chloro-5-cyano-phenylcarbamoyl)-methyl ester (133568-80-6)

Guidance literature:

With sodium hydroxide; In diethyl ether; for 0.25h; Ambient temperature;

DOI:10.1016/S0968-0896(98)00065-0

Reference yield: 85.0%

Methoxyacetyl chloride (38870-89-2) + Acetic acid (3-amino-2-chloro-5-cyano-phenylcarbamoyl)-methyl ester (133568-80-6) → Acetic acid [2-chloro-5-cyano-3-(2-methoxy-acetylamino)-phenylcarbamoyl]-methyl ester (133586-79-5)

Guidance literature:

With pyridine; for 1h; Ambient temperature;

DOI:10.1016/S0968-0896(98)00066-2

Reference yield: 83.0%

Acetic acid (3-amino-2-chloro-5-cyano-phenylcarbamoyl)-methyl ester (133568-80-6) → N-(3-Amino-2-chloro-5-cyano-phenyl)-2-hydroxy-acetamide (133568-82-8)

Guidance literature:

With ammonium hydroxide; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0968-0896(98)00065-0

upstream raw materials:

2-chloro-5-cyano-1,3-phenylenediamine

Acetoxyacetyl chloride

Downstream raw materials:

Acetic acid [2-chloro-5-cyano-3-(2-methoxy-acetylamino)-phenylcarbamoyl]-methyl ester

N-(3-Amino-2-chloro-5-cyano-phenyl)-2-hydroxy-acetamide

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