3-(p-Methoxyphenyl)sydnone

Base Information

• Chemical Name: 3-(p-Methoxyphenyl)sydnone
• CAS No.: 3815-80-3
• Molecular Formula: C9H9N2O3+
• Molecular Weight: 192.174
• Hs Code.: 2934999090
• European Community (EC) Number: 804-822-8
• UNII: G44G3T6RHE
• DSSTox Substance ID: DTXSID80191541
• Wikidata: Q83064066
• Mol file: 3815-80-3.mol

Synonyms:3-(p-Methoxyphenyl)sydnone;3815-80-3;N-p-Anisylsydnone;3-(4-Methoxyphenyl)sydnone;3-(4-methoxyphenyl)oxadiazol-3-ium-5-olate;Sydnone, 3-(p-methoxyphenyl)-;Sydnone, 3-(4-methoxyphenyl)-;NSC 38720;N-(p-Methoxyphenyl)-sydnon [German];N-(p-Methoxyphenyl)-sydnon;3-(4-Methoxyphenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate;1,2,3-Oxadiazolium, 5-hydroxy-3-(4-methoxyphenyl)-, inner salt;3-(4-Methoxyphenyl)-1,2,3-oxadiazole-3-ium-5-olate;1,2,3-Oxadiazolium, 5-hydroxy-3-(4-methoxyphenyl)-, inner salt (9CI);G44G3T6RHE;3-(4-Methoxylphenyl)sydnone;DTXSID80191541;HMS1493K05;NSC-38720;AKOS001688175;AKOS024327294;AKOS025392246;AS-1012;CCG-120772;NCGC00177805-01;LS-148418;3-(4-Methoxyphenyl)-1,2,3-oxadiazol-3-ium-5-olate;3-(4-methoxyphenyl)-1,2,3|E?-oxadiazol-3-ylium-5-olate

Chemical Property of 3-(p-Methoxyphenyl)sydnone

Chemical Property:

• PSA: 60.62000
• LogP: 0.08460
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 192.05349212
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Methoxyphenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate 90.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)[N+]2=NOC(=C2)[O-]

Technology Process of 3-(p-Methoxyphenyl)sydnone

There total 10 articles about 3-(p-Methoxyphenyl)sydnone 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: 98.0%

2-((4-methoxyphenyl)(nitroso)amino)acetic acid (52827-01-7) → 3-(p-anisyl)sydnone (3815-80-3)

Guidance literature:

With acetic anhydride; at 20 ℃; for 12h; Darkness;

DOI:10.1007/s00044-013-0568-6

Reference yield: 92.0%

4-iodo-3-(2-iodo-4-methoxyphenyl)sydnone → 3-(p-anisyl)sydnone (3815-80-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.1080/00304948.2016.1206436

Reference yield: 92.0%

N-(4-methoxyphenyl)glycine (22094-69-5) → 3-(p-anisyl)sydnone (3815-80-3)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; acetic anhydride; sodium nitrite; In dichloromethane; at 0 - 5 ℃; for 10.5h;

DOI:10.1055/s-2006-926380

upstream raw materials:

2-((4-methoxyphenyl)(nitroso)amino)acetic acid

N-(4-methoxyphenyl)glycine

4-methoxy-aniline

N-(4-methoxy)phenylglycine ethyl ester

Downstream raw materials:

3-(4-methoxyphenyl)-4-formylsydnone

9,10-diaza-10-(4-methoxyphenyl)tetracyclo<6.3.0.0.^4,110.^5,9>undecane

4-butyl-1-(4-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

3-butyl-1-(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Refernces

• 1、 Lakeland, Christopher P.,Watson, David W.,Harrity, Joseph P. A.. "Exploiting Synergistic Catalysis for an Ambient Temperature Photocycloaddition to Pyrazoles". supporting information. p. 155 - 159. Retrieved 2019/12/11.
• 2、 Pétry, Nicolas,Vanderbeeken, Thibaut,Malher, Astrid,Bringer, Yoan,Retailleau, Pascal,Bantreil, Xavier,Lamaty, Frédéric. "Mechanosynthesis of sydnone-containing coordination complexes". supporting information. p. 9495 - 9498. Retrieved 2019/08/15.