1-(3-Methyl-1,2,4-oxadiazol-5-yl)acetone

Base Information

• Chemical Name: 1-(3-Methyl-1,2,4-oxadiazol-5-yl)acetone
• CAS No.: 80196-64-1
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.142
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60513863
• Wikidata: Q82373872
• Mol file: 80196-64-1.mol

Synonyms:80196-64-1;1-(3-Methyl-1,2,4-oxadiazol-5-yl)acetone;1-(3-Methyl-1,2,4-oxadiazol-5-yl)propan-2-one;CHEMBRDG-BB 4002241;SCHEMBL2888294;DTXSID60513863;XKFDUYKXNYZXQR-UHFFFAOYSA-N;MFCD08059723;AKOS012650804;BS-36958;1-(3-Methyl-[1,2,4]oxadiazol-5-yl)-propan-2-one;1-(3-methyl-1,2,4-oxadiazol-5-yl)acetone, AldrichCPR

Chemical Property of 1-(3-Methyl-1,2,4-oxadiazol-5-yl)acetone

Chemical Property:

• Vapor Pressure: 0.0238mmHg at 25°C
• Boiling Point: 248.8oC at 760 mmHg
• Flash Point: 104.3oC
• PSA: 55.99000
• Density: 1.154g/cm3
• LogP: 0.50950
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

1-(3-methyl-1,2,4-oxadiazol-5-yl)acetone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC(=N1)CC(=O)C

Technology Process of 1-(3-Methyl-1,2,4-oxadiazol-5-yl)acetone

There total 3 articles about 1-(3-Methyl-1,2,4-oxadiazol-5-yl)acetone 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: 47.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + N-hydroxy-acetamidine hydrochloride → 1-(3-methyl[1,2,4]oxadiazol-5-yl)propan-2-one (80196-64-1)

Guidance literature:

With triethylamine; In 1,4-dioxane; for 15h; Heating;

DOI:10.1021/jm011116o

Reference yield:

isobutyl acetoacetate (7779-75-1) + acetamide oxime (118493-85-9,117771-39-8,1141922-26-0,1429624-21-4) → 1-(3-methyl[1,2,4]oxadiazol-5-yl)propan-2-one (80196-64-1)

Guidance literature:

at 95 - 100 ℃; Neat (no solvent);

DOI:10.3987/COM-10-12026

Reference yield:

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + acetamide oxime (118493-85-9,117771-39-8,1141922-26-0,1429624-21-4) → 1-(3-methyl[1,2,4]oxadiazol-5-yl)propan-2-one (80196-64-1)

Guidance literature:

Yield given. Multistep reaction; 1.) CH₃OH, 2 h, 0 deg C, 2.) CH₃OH, toluene, reflux, 4 h;

DOI:10.1007/BF00809019

upstream raw materials:

4-methyleneoxetan-2-one

acetamide oxime

2,2,6-trimethyl-4H-1,3-dioxin-4-one

isobutyl acetoacetate

Downstream raw materials:

1-(3-Methyl-[1,2,4]oxadiazol-5-yl)-1-(o-tolyl-hydrazono)-propan-2-one

1-[(3,5-Dichloro-phenyl)-hydrazono]-1-(3-methyl-[1,2,4]oxadiazol-5-yl)-propan-2-one

isopropyl-1,4-dihydro-2,6-dimethyl-4-(2,3-dichlorophenyl)-5-(3-methyl-1,2,4-oxadiazol-5-yl)-pyridine-3-carboxylate

3-Hydroxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)crotonsaeure-p-chloranilid

Refernces

• 1、 B?hme, Thomas M.,Augelli-Szafran, Corinne E.,Hallak, Hussein,Pugsley, Thomas,Serpa, Kevin,Schwarz, Roy D.. "Synthesis and pharmacology of benzoxazines as highly selective antagonists at M4 muscarinic receptors". . p. 3094 - 3102. Retrieved 2007/10/03.