2-Diethylamino-2',5'-acetoxylidide

Base Information

• Chemical Name: 2-Diethylamino-2',5'-acetoxylidide
• CAS No.: 857570-37-7
• Molecular Formula: C₁₄H₂₂N₂O
• Molecular Weight: 234.341
• UNII: KF2Q5P76DB
• ChEMBL ID: CHEMBL272319
• DSSTox Substance ID: DTXSID00903522
• Wikidata: Q27282229
• Mol file: 857570-37-7.mol

Synonyms:2-Diethylamino-2',5'-acetoxylidide;857570-37-7;2-(diethylamino)-N-(2,5-dimethylphenyl)acetamide;2-Diethylamino-N-(2,5-dimethyl-phenyl)-acetamide;UNII-KF2Q5P76DB;Lidocaine impurity J [EP];KF2Q5P76DB;2',5'-Acetoxylidide, 2-diethylamino-;Lidocaine hydrochloride impurity J [EP];Acetamide, 2-(diethylamino)-N-(2,5-dimethylphenyl)-;NoName_4202;CHEMBL272319;SCHEMBL2098801;DTXSID00903522;AKOS005314445;SB39080;LIDOCAINE IMPURITY J [EP IMPURITY];CS-0294028;Q27282229;Z55135889;LIDOCAINE HYDROCHLORIDE IMPURITY J [EP IMPURITY]

Chemical Property of 2-Diethylamino-2',5'-acetoxylidide

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 234.173213330
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

95% ^*data from raw suppliers

2-Diethylamino-N-(2,5-dimethyl-phenyl)-acetamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Diethylamino-2',5'-acetoxylidide

There total 3 articles about 2-Diethylamino-2',5'-acetoxylidide 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: 54.0%

N,N-diethylglycine methyl ester (30280-35-4) + 2-chloro-N-(2,5-dimethylphenyl)acetamide (5177-35-5) → 2-(diethylamino)-N-(2,5-dimethyl-phenyl)acetamide (857570-37-7)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium; In toluene; at 145 ℃; for 40h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201808560

Reference yield:

2-chloro-N-(2,5-dimethylphenyl)acetamide (5177-35-5) + diethylamine (109-89-7) → 2-(diethylamino)-N-(2,5-dimethyl-phenyl)acetamide (857570-37-7)

Guidance literature:

With benzene;

Reference yield:

2,5-Dimethylaniline (95-78-3) → 2-(diethylamino)-N-(2,5-dimethyl-phenyl)acetamide (857570-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate; aqueous acetic acid

2: benzene

With sodium acetate; acetic acid; benzene;

upstream raw materials:

2-chloro-N-(2,5-dimethylphenyl)acetamide

diethylamine

2,5-Dimethylaniline

N,N-diethylglycine methyl ester