N-(4-chlorophenyl)-2-methylprop-2-enamide

Base Information

• Chemical Name: N-(4-chlorophenyl)-2-methylprop-2-enamide
• CAS No.: 2918-77-6
• Molecular Formula: C10H10 Cl N O
• Molecular Weight: 195.648
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60363082
• Nikkaji Number: J489.118J
• Wikidata: Q82146640
• Mol file: 2918-77-6.mol

Synonyms:2918-77-6;N-(4-chlorophenyl)-2-methylprop-2-enamide;N-(4-CHLOROPHENYL)METHACRYLAMIDE;N-(4-Chlorophenyl) methacrylamide;2-Propenamide, N-(4-chlorophenyl)-2-methyl-;SCHEMBL8544515;DTXSID60363082;N-(p-chlorophenyl)-methacrylamide;MFCD00080442;AKOS006343941;N-(4-Chlorophenyl)-2-methylpropenamide;FT-0714234;10L-701;11-ALPHA-HYDROXY-4-PREGNENE-3,20-DIONE11-HEMISUCCINATE

Chemical Property of N-(4-chlorophenyl)-2-methylprop-2-enamide

Chemical Property:

• PSA: 29.10000
• LogP: 2.92760
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.0450916
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-chlorophenyl)-2-methylprop-2-enamide

There total 7 articles about N-(4-chlorophenyl)-2-methylprop-2-enamide 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: 69.0%

4-chloro-aniline (106-47-8) + Methacryloyl chloride (920-46-7,26937-45-1) → N-(p-chlorophenyl)methacrylamide (2918-77-6)

Guidance literature:

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

DOI:10.1016/0223-5234(92)90013-Q

Reference yield: 54.0%

2-bromo-2-methyl-N-(p-chlorophenyl)propanamide (1970-52-1) → N-(p-chlorophenyl)methacrylamide (2918-77-6)

Guidance literature:

In acetonitrile; Irradiation;

DOI:10.1002/1522-2675(20000705)83:7<1475::AID-HLCA1475>3.0.CO;2-Y

Reference yield: 47.0%

N-methyl-p-chloromethacrylanilide → N-(p-chlorophenyl)methacrylamide (2918-77-6)

Guidance literature:

With methanol; copper acetylacetonate; water; N-fluorobis(benzenesulfon)imide; In acetonitrile; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00863

upstream raw materials:

4-chloro-aniline

Methacryloyl chloride

poly(methacrylic acid)

2-bromo-2-methyl-N-(p-chlorophenyl)propanamide

Downstream raw materials:

3-Chloro-N-(4-chloro-phenyl)-2-methyl-2-methylsulfanyl-propionamide

3-Chloro-N-(4-chloro-phenyl)-2-ethylsulfanyl-2-methyl-propionamide

(R)-N-(4-Chloro-phenyl)-3-((1S,2R,4R)-2-hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylsulfanyl)-2-methyl-propionamide

C₂₄H₁₈ClNO

Refernces

• 1、 Liu, Zhaosheng,Zhong, Shuai,Ji, Xiaochen,Deng, Guo-Jun,Huang, Huawen. "Photoredox Cyclization of N-Arylacrylamides for Synthesis of Dihydroquinolinones". supporting information. p. 349 - 353. Retrieved 2021/12/27.
• 2、 Das, Sanju,De Sarkar, Suman,Mandal, Tanumoy. "Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals". supporting information. . Retrieved 2021/12/10.