n,n-Dimethylpent-4-ynamide

Base Information

• Chemical Name: n,n-Dimethylpent-4-ynamide
• CAS No.: 53101-20-5
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.17
• European Community (EC) Number: 897-946-7
• Nikkaji Number: J2.437.296K
• Mol file: 53101-20-5.mol

Synonyms:n,n-dimethylpent-4-ynamide;53101-20-5;N,N-Dimethyl-4-pentynamide;SCHEMBL232706;YFYSMOHZDAWQHM-UHFFFAOYSA-N;DA-42188;G55668;EN300-5069295

Chemical Property of n,n-Dimethylpent-4-ynamide

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C(=O)CCC#C

Technology Process of n,n-Dimethylpent-4-ynamide

There total 4 articles about n,n-Dimethylpent-4-ynamide 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: 79.0%

4-pentynoic acid (6089-09-4) + dimethyl amine (124-40-3) → N,N-dimethylpent-4-ynamide (53101-20-5)

Guidance literature:

4-pentynoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 1h;

dimethyl amine; In tetrahydrofuran; water; for 1h; Cooling with ice;

Reference yield: 77.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + propargyl bromide (106-96-7) → N,N-dimethylpent-4-ynamide (53101-20-5)

Guidance literature:

N,N-dimethyl acetamide; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;

propargyl bromide; In tetrahydrofuran;

DOI:10.1021/acs.orglett.7b03709

Reference yield:

2,5-dioxopyrrolidin-1-yl pent-4-ynoate (132178-37-1) + dimethyl amine (124-40-3) → N,N-dimethylpent-4-ynamide (53101-20-5)

Guidance literature:

In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/ja068886f

upstream raw materials:

N,N-dimethyl acetamide

propargyl bromide

2,5-dioxopyrrolidin-1-yl pent-4-ynoate

dimethyl amine

Downstream raw materials:

1-phenylocta-6,7-dien-1-yn-3-one

1-cyclohex-1-enyl-octa-6,7-dien-1-yn-3-one

Refernces

• 1、 -. "COMPOUNDS FOR TREATING DISORDERS ASSOCIATED WITH BK CHANNEL MODULATION". Page/Page column 67; 68. . Retrieved 2016/09/22.
• 2、 Momiyama, Norie,Kanan, Matthew W.,Liu, David R.. "Synthesis of acyclic α,β-unsaturated ketones via Pd(II)-catalyzed intermolecular reaction of alkynamides and alkenes". . p. 2230 - 2231. Retrieved 2007/10/03.