2-(4-Fluorophenyl)-5-methyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-(4-Fluorophenyl)-5-methyl-1,3,4-oxadiazole
• CAS No.: 145694-80-0
• Molecular Formula: C9H7FN2O
• Molecular Weight: 178.166
• DSSTox Substance ID: DTXSID90567016
• Wikidata: Q82452799

Synonyms:2-(4-fluorophenyl)-5-methyl-1,3,4-oxadiazole;145694-80-0;SCHEMBL2360473;DTXSID90567016;FZCVCPONBZDTKF-UHFFFAOYSA-N;AKOS016341488;EN300-745663;N11758

Chemical Property of 2-(4-Fluorophenyl)-5-methyl-1,3,4-oxadiazole

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 178.05424101
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN=C(O1)C2=CC=C(C=C2)F

Technology Process of 2-(4-Fluorophenyl)-5-methyl-1,3,4-oxadiazole

There total 3 articles about 2-(4-Fluorophenyl)-5-methyl-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: 94.0%

Trimethyl orthoacetate (1445-45-0) + 4-fluorobenzoyl hydrazide (456-06-4) → 2-(4-fluorophenyl)-5-methyl-1,3,4-oxadiazole (145694-80-0)

Guidance literature:

With Al³⁺-K₁₀ montmorillonite clay; In neat (no solvent); at 55 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2014.05.004

Reference yield: 93.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + 4-fluorobenzoyl hydrazide (456-06-4) → 2-(4-fluorophenyl)-5-methyl-1,3,4-oxadiazole (145694-80-0)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 0.5h;

DOI:10.1002/jccs.201300598

Reference yield: 85.0%

4-fluorobenzoyl hydrazide (456-06-4) + Triethyl orthoacetate (78-39-7) → 2-(4-fluorophenyl)-5-methyl-1,3,4-oxadiazole (145694-80-0)

Guidance literature:

at 150 ℃; for 24h;

upstream raw materials:

4-fluorobenzoyl hydrazide

Triethyl orthoacetate

N,N-dimethyl acetamide

Trimethyl orthoacetate

Downstream raw materials:

(R)-1-[5-(4-Fluoro-phenyl)-[1,3,4]oxadiazol-2-yl]-3,3-dimethyl-butan-2-ol

2-[4-(9H-carbazol-9-yl)phenyl]-5-methyl-1,3,4-oxadiazole

2-[4-(2,7-dimethoxy-9H-carbazol-9-yl)phenyl]-5-methyl-1,3,4-oxadiazole

{(S)-1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester

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