2-chloro-N-(4-methylphenyl)propanamide

Base Information

• Chemical Name: 2-chloro-N-(4-methylphenyl)propanamide
• CAS No.: 147372-41-6
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.664
• Hs Code.: 2924299090
• NSC Number: 99818
• DSSTox Substance ID: DTXSID50295126
• Nikkaji Number: J3.664.270J
• Mol file: 147372-41-6.mol

Synonyms:2-chloro-N-(4-methylphenyl)propanamide;147372-41-6;NSC99818;2-Chloro-N-(p-tolyl)propanamide;alpha-Chloro-N-p-tolylpropanamide;DTXSID50295126;2-chloro-N-(p-tolyl)-propionamide;MFCD03965281;NSC-99818;STK500984;AKOS000420667;AKOS016345347;LS-01181;CS-0307558;EN300-01932;J3.664.270J;Z56887711

Chemical Property of 2-chloro-N-(4-methylphenyl)propanamide

Chemical Property:

• Vapor Pressure: 6.18E-05mmHg at 25°C
• Melting Point: 121.67 °C
• Refractive Index: 1.569
• Boiling Point: 345.4°C at 760 mmHg
• Flash Point: 162.7°C
• PSA: 29.10000
• Density: 1.183g/cm³
• LogP: 2.63380
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-N-(4-methylphenyl)propanamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=O)C(C)Cl

Technology Process of 2-chloro-N-(4-methylphenyl)propanamide

There total 9 articles about 2-chloro-N-(4-methylphenyl)propanamide 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: 99.0%

2-chloropropionyl chloride (7623-09-8) + p-toluidine (106-49-0,12221-03-3) → 2-chloro-N-(4-methyl-phenyl)propionamide (40781-30-4,51063-63-9,147372-41-6)

Guidance literature:

In toluene; at 120 ℃; for 1h;

DOI:10.3987/COM-05-10461

Reference yield: 58.0%

2-chloropropionyl chloride (7623-09-8) + 4-Methylacetanilide (103-89-9) → 2-chloro-N-(4-methyl-phenyl)propionamide (40781-30-4,51063-63-9,147372-41-6)

Guidance literature:

With H-ZSM-5 zeolite; In 1,2-dichloro-ethane; Heating;

DOI:10.1016/S0040-4039(00)78522-4

Reference yield:

p-toluidine (106-49-0,12221-03-3) + 2-chloro-propanoic acid, ethyl ester (535-13-7) → (S)-(-)-N-p-Tolyl-2-chloropropionamide (40781-30-4) + (R)-N-p-Tolyl-2-chloropropionamide (40781-30-4,51063-63-9,147372-41-6)

Guidance literature:

yeast lipase (Candida cylindracea); In tetrachloromethane; at 60 ℃; for 31h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)88491-9

upstream raw materials:

2-hydroxy-N-(p-tolyl)propanamide

2-chloropropionyl chloride

4-Methylacetanilide

2-bromo-N-p-tolylpropanamide

Downstream raw materials:

N-(4-methylphenyl)-2-<(N-isopropylthiocarbamoyl)thio>propionamide

2-chloro-N-(4-methyl-2-nitro-phenyl)-propionamide

N-4'-methylphenyl-2-(n-butylthio)propanamide

N-4'-methylphenyl-2-(4-methoxybenzenethio)propanamide

Refernces

• 1、 Chen, Yin,Hao, Chao,Liu, Bi-Feng,Liu, Xin,Ma, Ru,Ma, Yurong,Xiong, Jiaying,Xu, Junyi,Ye, Jiaqi,Zhang, Guisen,Zhang, Shuang,Zhuang, Tao. "Optimization of bifunctional piperidinamide derivatives as σ1R Antagonists/MOR agonists for treating neuropathic pain". . . Retrieved 2021/10/12.
• 2、 Sultani, Haider N.,Ghazal, Rasha A.,Hayallah, Alaa M.,Abdulrahman, Loay K.,Abu-Hammour, Khaled,AbuHammad, Shatha,Taha, Mutasem O.,Zihlif, Malek A.. "Inhibitory Effects of New Mercapto Xanthine Derivatives in Human mcf7 and k562 Cancer Cell Lines". supporting information. p. 450 - 456. Retrieved 2017/02/03.