5-(Chloromethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole

Base Information

• Chemical Name: 5-(Chloromethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole
• CAS No.: 51802-78-9
• Molecular Formula: C9H6 Cl2 N2 O
• Molecular Weight: 229.065
• Hs Code.: 2934999090
• European Community (EC) Number: 852-032-7
• DSSTox Substance ID: DTXSID10407122
• Wikidata: Q82212358
• Mol file: 51802-78-9.mol

Synonyms:5-(chloromethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole;51802-78-9;5-Chloromethyl-3-(3-chloro-phenyl)-[1,2,4]oxadiazole;MFCD07310999;SCHEMBL1544535;DTXSID10407122;TWFGGYWZWDPXGT-UHFFFAOYSA-N;BCA80278;AKOS005351094;AB30596;AS-37270;SY064286;CS-0038380;FT-0687244;EN300-13639;A13423;Z90662859

Chemical Property of 5-(Chloromethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole

Chemical Property:

• Vapor Pressure: 5.87E-05mmHg at 25°C
• Boiling Point: 356.8°C at 760 mmHg
• Flash Point: 169.6°C
• PSA: 38.92000
• Density: 1.4g/cm³
• LogP: 3.12880
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 227.9857182
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

97% ^*data from raw suppliers

5-(Chloromethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C2=NOC(=N2)CCl

Technology Process of 5-(Chloromethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole

There total 9 articles about 5-(Chloromethyl)-3-(3-chlorophenyl)-1,2,4-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: 69.0%

C9H8Cl2N2O2 (93048-81-8) → 3-(3-chlorophenyl)-5-(chloromethyl)-1,2,4-oxadiazole (51802-78-9)

Guidance literature:

In toluene; for 6h; Heating;

DOI:10.1016/j.bmc.2004.03.054

Reference yield:

3-chloro-benzonitrile (766-84-7) → 3-(3-chlorophenyl)-5-(chloromethyl)-1,2,4-oxadiazole (51802-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl; Et₃N / ethanol / Heating

2: DIEA / 1,2-dichloro-ethane / Heating

With hydroxylamine hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In ethanol; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2005.10.002

Reference yield:

(Z)-3-chloro-N’-hydroxybenzimidamide (22179-77-7) → 3-(3-chlorophenyl)-5-(chloromethyl)-1,2,4-oxadiazole (51802-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DIEA / CH₂Cl₂ / 24 h / 20 °C

2: toluene / 24 h / Heating

With N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;

DOI:10.1016/j.bmcl.2004.11.044

upstream raw materials:

3-chloro-N-chloroacetoxy-benzamidine

C₉H₈Cl₂N₂O₂

chloroacetyl chloride

(Z)-3-chloro-N’-hydroxybenzimidamide

Downstream raw materials:

C₁₇H₁₂ClN₃O₃

C₁₉H₁₆ClN₃O₃