3-[3-(4-Methylphenyl)-1,2,4-oxadiazol-5-yl]propanoic acid

Base Information

• Chemical Name: 3-[3-(4-Methylphenyl)-1,2,4-oxadiazol-5-yl]propanoic acid
• CAS No.: 94192-17-3
• Molecular Formula: C12H12 N2 O3
• Molecular Weight: 232.239
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40391141
• Nikkaji Number: J1.204.336H
• Wikidata: Q82188398
• ChEMBL ID: CHEMBL2442674
• Mol file: 94192-17-3.mol

Synonyms:94192-17-3;3-[3-(4-methylphenyl)-1,2,4-oxadiazol-5-yl]propanoic acid;3-(3-P-TOLYL-[1,2,4]OXADIAZOL-5-YL)-PROPIONIC ACID;3-(3-(p-Tolyl)-1,2,4-oxadiazol-5-yl)propanoic acid;3-[3-(4-Methylphenyl)-1,2,4-oxadiazol-5-yl]-propanoic acid;SCHEMBL1684613;CHEMBL2442674;DTXSID40391141;MFCD06408967;STK500610;AKOS000349165;AS-31853;CS-0199906;FT-0679011;EN300-14941;A916754;SR-01000119134;SR-01000119134-1;3-(3-(p-Tolyl)-1,2,4-oxadiazol-5-yl)propanoicacid;Z57674485;3-(4-Methylphenyl)-1,2,4-oxadiazole-5-propionic acid;3-[3-(4-METHYLPHENYL)-1,2,4-OXADIAZOL-5-YL]PROPANOICACID;3-[3-(4-methylphenyl)-1,2,4-oxadiazol-5-yl]propanoic acid, AldrichCPR

Chemical Property of 3-[3-(4-Methylphenyl)-1,2,4-oxadiazol-5-yl]propanoic acid

Chemical Property:

• Vapor Pressure: 1.94E-08mmHg at 25°C
• Boiling Point: 437.8°C at 760 mmHg
• Flash Point: 218.6°C
• PSA: 76.22000
• Density: 1.26g/cm3
• LogP: 2.06220
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 232.08479225
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

98%min ^*data from raw suppliers

3-(3-p-Tolyl-1,2,4-oxadiazol-5-yl)propanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NOC(=N2)CCC(=O)O

Technology Process of 3-[3-(4-Methylphenyl)-1,2,4-oxadiazol-5-yl]propanoic acid

There total 6 articles about 3-[3-(4-Methylphenyl)-1,2,4-oxadiazol-5-yl]propanoic acid 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: 54.0%

succinic acid anhydride (108-30-5) + (Z)-N'-hydroxy-4-methylbenzimidamide (19227-13-5) → 3-<(3-p-Tolyl)-1,2,4-oxadiazol-5-yl>propionic acid (94192-17-3)

Guidance literature:

at 135 ℃; for 0.5h;

DOI:10.1002/jhet.5570210453

Reference yield:

succinic acid anhydride (108-30-5) + para-methylbenzonitrile (104-85-8) → 3-<(3-p-Tolyl)-1,2,4-oxadiazol-5-yl>propionic acid (94192-17-3)

Guidance literature:

para-methylbenzonitrile; With hydroxylamine hydrochloride; sodium carbonate; In methanol; water; at 65 ℃;

succinic acid anhydride; In N,N-dimethyl-formamide; at 148 ℃; for 0.5h;

DOI:10.1016/j.bmc.2013.09.040

Reference yield:

succinic acid anhydride (108-30-5) + p-toluamidoxime (19227-13-5) → 3-<(3-p-Tolyl)-1,2,4-oxadiazol-5-yl>propionic acid (94192-17-3)

Guidance literature:

microwave irradiation;

DOI:10.3390/11050318

upstream raw materials:

succinic acid anhydride

(Z)-N'-hydroxy-4-methylbenzimidamide

p-toluamidoxime

para-methylbenzonitrile

Downstream raw materials:

3,5-diamino-6-chloropyrazine-2-carboxylic acid [8-{3-[3-(4-chlorophenyl)-[1,2,4]oxadiazol-5-yl]propionyl}-1,3,8-triazaspiro[4.5]dec-(2E)-ylidene]amide trifluoroacetate

3-[3-(4-tolyl)-1,2,4-oxadiazol-5-yl]propionic acid prop-2-ynyl ester

Refernces

• 1、 Neves Filho, Ricardo A. W.,Srivastava, Rajendra M.. "A handy and solventless direct route to primary 3-[3-aryl-1,2,4-oxadiazol- 5-yl]propionamides using microwave irradiation". . p. 318 - 324. Retrieved 2007/10/03.
• 2、 Srivastava,Borges Viana de,Bieber. "Synthesis of 3-[(aryl)-1,2,4-oxadiazol-5-yl]propionic acids". . p. 1193 - 1195. Retrieved 2007/10/02.