2-Chloro-N-(2,6-dimethylphenyl)acetamide

Base Information

• Chemical Name: 2-Chloro-N-(2,6-dimethylphenyl)acetamide
• CAS No.: 1131-01-7
• Deprecated CAS: 1043425-94-0
• Molecular Formula: C10H12ClNO
• Molecular Weight: 197.664
• Hs Code.: 29214200
• European Community (EC) Number: 214-460-7
• NSC Number: 37260
• UNII: 5D2B69OAPX
• DSSTox Substance ID: DTXSID4061545
• Nikkaji Number: J29.478K
• Wikidata: Q27261854
• Mol file: 1131-01-7.mol

Synonyms:alpha-chloro-2,6-dimethylacetanilide

Chemical Property of 2-Chloro-N-(2,6-dimethylphenyl)acetamide

Chemical Property:

• Appearance/Colour: beige needles or crystalline powder
• Vapor Pressure: 0.000402mmHg at 25°C
• Melting Point: 143-148 °C
• Refractive Index: 1.575
• Boiling Point: 316.766 °C at 760 mmHg
• PKA: 12.91±0.70(Predicted)
• Flash Point: 145.375 °C
• PSA: 29.10000
• Density: 1.187 g/cm³
• LogP: 2.55370
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in Chloroform, Methanol. Insoluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-N-[2- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)CCl
• Uses: Lidocaine intermediate. 2-Chloro-2',6'-dimethylacetanilide is used in the determination of the enantiomers of tocainide in blood plasma by gas-liquid chromatography with electron-capture detection. It is a nonsteroidal antinflammatory drug.

Technology Process of 2-Chloro-N-(2,6-dimethylphenyl)acetamide

There total 10 articles about 2-Chloro-N-(2,6-dimethylphenyl)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: 97.0%

Chloroiodomethane (593-71-5) + 2,6-dimethylphenylisocyanate (28556-81-2) → 2-chloro-N-(2,6-dimethylphenyl)acetamide (1131-01-7)

Guidance literature:

With methyllithium lithium bromide; In diethyl ether; at -78 ℃;

DOI:10.1039/c3cc44255a

Reference yield: 97.0%

chloroacetyl chloride (79-04-9) + 2,6-dimethylaniline (87-62-7) → 2-chloro-N-(2,6-dimethylphenyl)acetamide (1131-01-7)

Guidance literature:

With sodium carbonate; In dichloromethane; at 10 - 15 ℃; for 1.5h; Large scale reaction;

DOI:10.1021/op300026r

Reference yield: 94.0%

2,6-dimethylaniline (87-62-7) + Chloroacetic anhydride (541-88-8) → 2-chloro-N-(2,6-dimethylphenyl)acetamide (1131-01-7)

Guidance literature:

In water; at 20 ℃; for 2h;

DOI:10.1039/c3gc36997h

upstream raw materials:

chloroacetyl chloride

2,6-dimethylaniline

Metazachlor

sodium hydrogencarbonate

Downstream raw materials:

1-[(2,6-dimethyl-phenylcarbamoyl)-methyl]-pyridinium; chloride

(3,6-dihydro-2H-[1]pyridyl)-acetic acid-(2,6-dimethyl-anilide)

N-(2,6-dimethylphenyl)-2-ethylaminoacetamide

N-benzyl-glycine-(2,6-dimethyl-anilide)

Refernces

• 1、 El-Shershaby, Mohamed H.,El-Gamal, Kamal M.,Bayoumi, Ashraf H.,El-Adl, Khaled,Ahmed, Hany E. A.,Abulkhair, Hamada S.. "Synthesis, antimicrobial evaluation, DNA gyrase inhibition, and in silico pharmacokinetic studies of novel quinoline derivatives". . . Retrieved 2021.
• 2、 Sawant, Ganesh,Ghosh, Saptarshi,Banesh, Sooram,Bhaumik, Jayeeta,Chand Banerjee, Uttam. "In silico approach towards lipase mediated chemoenzymatic synthesis of (S)-ranolazine, as an anti-anginal drug". . p. 49150 - 49157. Retrieved 2016.
• 3、 Fitzpatrick, Daniel E.,Maujean, Timothé,Evans, Amanda C.,Ley, Steven V.. "Across-the-World Automated Optimization and Continuous-Flow Synthesis of Pharmaceutical Agents Operating Through a Cloud-Based Server". . p. 15128 - 15132. Retrieved 2018.
• 4、 Yogeeswari, Perumal,Sriram, Dharmarajan,Sahitya, Puppala,Ragavendran, Jegadeesan Vaigunda,Ranganadh, Velagaleti. "Synthesis and anticonvulsant activity of 4-(2-(2,6-dimethylphenylamino)-2-oxoethylamino)-N-(substituted)butanamides: A pharmacophoric hybrid approach". . p. 3712 - 3715. Retrieved 2007.
• 5、 Dey, Shreyata,Ghosh, Prasenjit,Prakasham, A. P.,Ta, Sabyasachi. "One pot tandem dual CC and CO bond reductions in the β-alkylation of secondary alcohols with primary alcohols by ruthenium complexes of amido and picolyl functionalized N-heterocyclic carbenes". supporting information. p. 15640 - 15654. Retrieved 2021/11/30.
• 6、 Dwivedi, Parmesh Kumar,Chaturvedi, Devdutt. "Synthesis and antimicrobial evaluations of sulfur inserted fluoro-benzimidazoles". . p. 1525 - 1529. Retrieved 2021/07/02.