4-[5-(Chloromethyl)-1,3,4-oxadiazol-2-YL]benzonitrile

Base Information

• Chemical Name: 4-[5-(Chloromethyl)-1,3,4-oxadiazol-2-YL]benzonitrile
• CAS No.: 944906-75-6
• Molecular Formula: C₁₀H₆ClN₃O
• Molecular Weight: 219.63
• European Community (EC) Number: 845-691-7
• Mol file: 944906-75-6.mol

Synonyms:4-[5-(CHLOROMETHYL)-1,3,4-OXADIAZOL-2-YL]BENZONITRILE;944906-75-6;SCHEMBL11920163;AKOS000143439;AB51107;EN300-91835

Chemical Property of 4-[5-(Chloromethyl)-1,3,4-oxadiazol-2-YL]benzonitrile

Chemical Property:

• Boiling Point: 393.3±52.0 °C(Predicted)
• PKA: -6.39±0.37(Predicted)
• Density: 1.40±0.1 g/cm3(Predicted)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 219.0199395
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C2=NN=C(O2)CCl

Technology Process of 4-[5-(Chloromethyl)-1,3,4-oxadiazol-2-YL]benzonitrile

There total 6 articles about 4-[5-(Chloromethyl)-1,3,4-oxadiazol-2-YL]benzonitrile 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: 87.0%

4-cyanobenzohydrazide (43038-36-4) + chloroacetic acid (79-11-8) → 4-(5-(chloromethyl)-1,3,4-oxadiazol-2-yl)benzonitrile (944906-75-6)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1021/acschemneuro.9b00430

Reference yield: 78.0%

C10H8ClN3O2 (1257543-29-5) → 4-(5-(chloromethyl)-1,3,4-oxadiazol-2-yl)benzonitrile (944906-75-6)

Guidance literature:

With trichlorophosphate; at 110 ℃; for 2.5h;

Reference yield:

4-cyanobenzoic Acid (619-65-8,333406-09-0) → 4-(5-(chloromethyl)-1,3,4-oxadiazol-2-yl)benzonitrile (944906-75-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / Reflux

2: hydrazine hydrate / ethanol / Reflux

3: ethyl acetate / Reflux

4: trichlorophosphate / 90 - 100 °C

With sulfuric acid; hydrazine hydrate; trichlorophosphate; In ethanol; ethyl acetate;

DOI:10.1016/j.ejps.2019.104966

upstream raw materials:

C₁₀H₈ClN₃O₂

4-cyanobenzoic Acid

4-cyanobenzohydrazide

ethyl 4-cyanobenzoate

Downstream raw materials:

C₂₂H₁₃ClN₈OS

C₂₃H₁₄ClN₇OS