3-Methylglutarimide

Base Information

• Chemical Name: 3-Methylglutarimide
• CAS No.: 25077-26-3
• Molecular Formula: C6H9 N O2
• Molecular Weight: 127.143
• Hs Code.: 2925190090
• NSC Number: 39842
• UNII: 16FA9AZ3FW
• DSSTox Substance ID: DTXSID60179766
• Nikkaji Number: J509.210H
• Wikidata: Q27251812
• Mol file: 25077-26-3.mol

Synonyms:3-methylglutarimide;3-MG-imide

Chemical Property of 3-Methylglutarimide

Chemical Property:

• Vapor Pressure: 0.00441mmHg at 25°C
• Melting Point: 144-145 °C
• Boiling Point: 277.9°Cat760mmHg
• PKA: 11.78±0.40(Predicted)
• Flash Point: 138.8°C
• PSA: 46.17000
• Density: 1.101g/cm³
• LogP: 0.38790
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 127.063328530
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-methylpiperidine-2,6-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)NC(=O)C1

Technology Process of 3-Methylglutarimide

There total 2 articles about 3-Methylglutarimide 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:

citronellyl nitrile (35931-93-2) + acetone (67-64-1) → 3-methyl glutarimide (25077-26-3) + (R)-5-cyano-4-methyl-valeric acid (99356-87-3) + 2-methylbutanedioic acid (498-21-5,636-60-2)

Guidance literature:

Produkt5:4-<5-Cyan-4-methyl-valerylamino>-3-methyl-but-3-ennitril;

DOI:10.1021/jo01127a002

Reference yield:

pyridine (110-86-1) + acetaldehyde (75-07-0,9002-91-9) + cyanoacetic acid (372-09-8) → 3-methyl glutarimide (25077-26-3) + (Z)-2-butenenitrile (1190-76-7,627-26-9) + crotononitrile (4786-20-3,627-26-9) + (E+Z)-4-cyano-3-methyl-4-hexenenitrile (50870-55-8)

Guidance literature:

erst in der Kaelte, zuletzt bei 60grad;

Reference yield: 73.0%

C22H29BrMgOSi + 3-methyl glutarimide (25077-26-3) → (4S,6R)-6-[(Z)-6-(tert-Butyl-diphenyl-silanyloxy)-hex-4-enyl]-4-methyl-piperidin-2-one

Guidance literature:

3-methyl glutarimide; With methylmagnesium chloride; In tetrahydrofuran; at 0 - 20 ℃;

C₂₂H₂₉BrMgOSi; In tetrahydrofuran; at 20 ℃; for 12h;

With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; at 20 ℃; for 0.75h; Further stages.;

DOI:10.1021/jo062533h

upstream raw materials:

pyridine

acetaldehyde

cyanoacetic acid

citronellyl nitrile

Downstream raw materials:

4-methylpiperidin

2,3,6-trichloro-4-methylpyridine