N-(4-Chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-(4-Chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide
• CAS No.: 116278-66-1
• Molecular Formula: C11H14ClNO2
• Molecular Weight: 227.691
• DSSTox Substance ID: DTXSID40565289
• Nikkaji Number: J402.567I
• Wikidata: Q82450308
• Mol file: 116278-66-1.mol

Synonyms:116278-66-1;N-(4-Chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide;DTXSID40565289

Chemical Property of N-(4-Chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 227.0713064
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-Chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

There total 12 articles about N-(4-Chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide 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: 85.0%

N-(4-chlorophenyl)-O-pivaloylhydroxylamine (116278-63-8) → N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide (116278-66-1)

Guidance literature:

With methanol; at 25 ℃; for 24h; Rate constant; Mechanism; solvolysis rate constant;

DOI:10.1021/jo00284a012

Reference yield: 73.0%

pivaloyl chloride (3282-30-2) + 2-amino-5-chlorophenol (28443-50-7) → N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide (116278-66-1)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/j.bmc.2011.07.007

Reference yield: 49.6%

N-(4-chlorophenyl)-O-pivaloylhydroxylamine (116278-63-8) → 2,4-Dichloroaniline (554-00-7,51908-09-9) + N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide (116278-66-1) + p-benzoquinone (106-51-4)

Guidance literature:

In water; acetonitrile; at 40 ℃; pH=4.7 (1:1 HOAc/KOAc);

DOI:10.1021/jo00255a018

upstream raw materials:

N-(4-chlorophenyl)-O-pivaloylhydroxylamine

2-(benzylimino)-5-chlorophenyl pivalate

diethylamine

pivaloyl cyanide

Downstream raw materials:

N-(2-[3-(benzyloxy)propoxy]-4-chlorophenyl)-2,2-dimethylpropanamide

ethyl 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylate

ethyl 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylate

1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylic acid

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