3-Methyl-4-phenyl-1,2,3-oxadiazol-3-ium-5-olate

Base Information

• Chemical Name: 3-Methyl-4-phenyl-1,2,3-oxadiazol-3-ium-5-olate
• CAS No.: 35431-71-1
• Molecular Formula: C9H9N2O2+
• Molecular Weight: 176.175
• NSC Number: 24705
• Mol file: 35431-71-1.mol

Synonyms:3-Methyl-4-phenylsydnone;SCHEMBL1520174;NSC24705;NSC-24705;STK049189;AKOS003415457;35431-71-1;AB00674501-01;3-methyl-4-phenyl-1,2,3-oxadiazol-3-ium-5-olate

Chemical Property of 3-Methyl-4-phenyl-1,2,3-oxadiazol-3-ium-5-olate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=NOC(=C1C2=CC=CC=C2)[O-]

Technology Process of 3-Methyl-4-phenyl-1,2,3-oxadiazol-3-ium-5-olate

There total 10 articles about 3-Methyl-4-phenyl-1,2,3-oxadiazol-3-ium-5-olate 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: 90.0%

2-methylamino-2-phenylacetic acid (74641-60-4) → 3-methyl-4-phenylsydnone (35431-71-1)

Guidance literature:

With acetic anhydride; at 100 ℃;

Reference yield: 60.0%

N-methylsydnone (6939-12-4) + iodobenzene (591-50-4) → 3-methyl-4-phenylsydnone (35431-71-1)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In water; N,N-dimethyl-formamide; at 80 ℃; under air;

DOI:10.1055/s-0028-1083344

Reference yield: 44.7%

N-Methyl-N-nitroso-2-phenylglycin (74641-61-5) → 3-methyl-4-phenylsydnone (35431-71-1)

Guidance literature:

With acetic anhydride; at 75 ℃; 15-20 min.;

DOI:10.1002/hlca.19800630312

upstream raw materials:

2-methylamino-2-phenylacetic acid

N-Methyl-N-nitroso-2-phenylglycin

acetic anhydride

α-(Methylamino)-phenylacetonitril

Downstream raw materials:

3-carboxymethyl-4-phenylsydnone

1-methyl-3,5-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

1-methyl-5-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trimethylsilyl)-1H-pyrazole

3-methyl-5-oxo-4-phenyl-2,5-dihydro-[1,2,3]thiadiazolium betaine

Refernces

• 1、 Kano, Kunio,Scarpetti, David,Warner, John C.,Anselme, Jean-Pierre,Springer, James H.,Arison, Byron H.. "Benzoyl phenyl 1-methylpyrazoles. Synthesis, characterization, and spectra". . p. 2211 - 2219. Retrieved 2007/10/02.