Methyl 5-[methyl(phenyl)amino]penta-2,4-diynoate

Base Information

• Chemical Name: Methyl 5-[methyl(phenyl)amino]penta-2,4-diynoate
• CAS No.: 82505-85-9
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.236
• DSSTox Substance ID: DTXSID00512895
• Wikidata: Q82372327
• Mol file: 82505-85-9.mol

Synonyms:82505-85-9;DTXSID00512895;METHYL 5-[METHYL(PHENYL)AMINO]PENTA-2,4-DIYNOATE

Chemical Property of Methyl 5-[methyl(phenyl)amino]penta-2,4-diynoate

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 368

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C#CC#CC(=O)OC)C1=CC=CC=C1

Technology Process of Methyl 5-[methyl(phenyl)amino]penta-2,4-diynoate

There total 4 articles about Methyl 5-[methyl(phenyl)amino]penta-2,4-diynoate 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: 40.0%

C11H8LiN (350244-59-6) + methyl chloroformate (79-22-1) → 5-(Methylphenylamino)-2,4-pentadiinsaeure-methylester (82505-85-9)

Guidance literature:

In diethyl ether;

Reference yield:

lithium N-methylanilide (35954-01-9) → 5-(Methylphenylamino)-2,4-pentadiinsaeure-methylester (82505-85-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 1) BuLi

With n-butyllithium;

Reference yield:

(3,4,4-Trichloro-N-methyl-N-phenyl-3-buten-1-inyl)amin (82505-76-8) → 5-(Methylphenylamino)-2,4-pentadiinsaeure-methylester (82505-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.6 N LiBu / diethyl ether; hexane / 1.5 h / Ambient temperature

2: 40 percent / diethyl ether

With n-butyllithium; In diethyl ether; hexane;

upstream raw materials:

(3,4,4-Trichloro-N-methyl-N-phenyl-3-buten-1-inyl)amin

methyl chloroformate

C₁₁H₈LiN

lithium N-methylanilide