5-chlorovaleric acid p-toluidide

Base Information

• Chemical Name: 5-chlorovaleric acid p-toluidide
• CAS No.: 110224-25-4
• Molecular Formula: C₁₂H₁₆ClNO
• Molecular Weight: 225.718
• Mol file: 110224-25-4.mol

Synonyms:5-chlorovaleric acid p-toluidide

Chemical Property of 5-chlorovaleric acid p-toluidide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-chlorovaleric acid p-toluidide

There total 3 articles about 5-chlorovaleric acid p-toluidide 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: 78.0%

5-Chlorovaleroyl chloride (1575-61-7) + p-toluidine (106-49-0,12221-03-3) → 5-chlorovaleric acid p-toluidide (110224-25-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1021/jm00394a031

Reference yield: 45.0%

3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) + 1-methyl-4-nitrobenzene (99-99-0) → 5-chlorovaleric acid p-toluidide (110224-25-4)

Guidance literature:

With trichlorosilane; triethylamine; In acetonitrile; for 24h; chemoselective reaction; Reflux;

DOI:10.1039/c9ra10758d

Reference yield: 44.0%

1-(5-chloropent-1-yn-1-yl)-4-methylbenzene → 5-chlorovaleric acid p-toluidide (110224-25-4)

Guidance literature:

With nitromethane; trifluoromethylsulfonic anhydride; acetic acid; In formic acid; at 80 - 120 ℃;

upstream raw materials:

5-Chlorovaleroyl chloride

p-toluidine

3,4,5,6-tetrahydro-2H-pyran-2-one

1-methyl-4-nitrobenzene

Downstream raw materials:

N-(4-methylphenyl)pentamethylenediamine

4-azido-N-(4-methylphenyl)valeramide

N-(4-methylphenyl)-δ-valerolactam

5-{[2-(4-imidazolyl)ethyl]amino}pentanoic acid p-toluidide

Refernces

• 1、 Massolo, Elisabetta,Pirola, Margherita,Puglisi, Alessandra,Rossi, Sergio,Benaglia, Maurizio. "A one pot protocol to convert nitro-arenes into: N-aryl amides". . p. 4040 - 4044. Retrieved 2020/02/04.
• 2、 Ramírez, María A.,Corona, María V.,Ortiz, Gisela,Salerno, Alejandra,Perillo, Isabel A.,Blanco, María M.. "New synthetic routes for N-substituted 1,n-diamines. II. Synthesis of selectively N-substituted tetra- and pentamethylenediamines from ω-alkanoic acid derivatives". supporting information; experimental part. p. 1466 - 1468. Retrieved 2011/06/10.