2-Chloro-5-phenyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-Chloro-5-phenyl-1,3,4-oxadiazole
• CAS No.: 1483-31-4
• Molecular Formula: C8H5ClN2O
• Molecular Weight: 180.593
• Hs Code.: 2934999090
• Mol file: 1483-31-4.mol

Synonyms:2-Chlor-5-phenyl-1,3,4-oxadiazol;5-Phenyl-2-chlor-1,3,4-oxadiazol;2-Phenyl-5-chlor-1,3,4-oxadiazol;

Chemical Property of 2-Chloro-5-phenyl-1,3,4-oxadiazole

Chemical Property:

• PSA: 38.92000
• LogP: 2.39000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-5-phenyl-1,3,4-oxadiazole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-5-phenyl-1,3,4-oxadiazole

There total 10 articles about 2-Chloro-5-phenyl-1,3,4-oxadiazole 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: 85.0%

5-phenyl-3H-[1,3,4]oxadiazol-2-one (1199-02-6) → 2-chloro-5-phenyl-1,3,4-oxadiazole (1483-31-4)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; at 140 ℃; for 5h;

Reference yield: 74.0%

2-phenyl-5-trimethylsilyl-1,3,4-oxadiazole → 2-chloro-5-phenyl-1,3,4-oxadiazole (1483-31-4)

Guidance literature:

With chlorine; In hexane; at 0 ℃; for 0.25h;

DOI:10.1016/j.tet.2008.08.040

Reference yield: 72.0%

2-amino-5-phenyl-1,3,4-oxadiazole (1612-76-6) → 2-chloro-5-phenyl-1,3,4-oxadiazole (1483-31-4)

Guidance literature:

With pyrylium tetrafluoroborate; magnesium chloride; In acetonitrile; for 16h; Heating; Sealed tube;

DOI:10.1038/s41557-021-00812-0

upstream raw materials:

5-phenyl-3H-[1,3,4]oxadiazol-2-one

N-benzoyl-N'-ethoxycarbonyl hydrazine

dibenzoyldiimide

phenyl(bromodichloromethyl)mercury

Downstream raw materials:

1-cyclopropyl-6-fluoro-4-oxo-7-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

1-ethyl-6-fluoro-4-oxo-7-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methyl-4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

2-Methyl-N₂-(5-phenyl-[1,3,4]oxadiazole-2-yl)-propane-1,2-diamine

Refernces

• 1、 Seyferth,D.,Shih,H.-M.. "-". . p. 2336 - 2341. Retrieved 1974.
• 2、 Dannenberg, Carl Albrecht,Bizet, Vincent,Zou, Liang-Hua,Bolm, Carsten. "Transition-metal-free oxidative iodination of 1,3,4-oxadiazoles". . p. 77 - 80. Retrieved 2015/02/02.
• 3、 Zarudnitskii, Evgenij V.,Pervak, Igor I.,Merkulov, Anatolij S.,Yurchenko, Aleksandr A.,Tolmachev, Andrej A.. "Trimethylsilyl-1,3,4-oxadiazoles-new useful synthons for the synthesis of various 2,5-disubstituted-1,3,4-oxadiazoles". . p. 10431 - 10442. Retrieved 2008/12/23.