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

Base Information

• Chemical Name: 2-(Chloromethyl)-5-(4-methylphenyl)-1,3,4-oxadiazole
• CAS No.: 287197-95-9
• Molecular Formula: C10H9 Cl N2 O
• Molecular Weight: 208.647
• Hs Code.: 2934999090
• European Community (EC) Number: 672-843-8
• DSSTox Substance ID: DTXSID30353152
• Wikidata: Q82130611
• Mol file: 287197-95-9.mol

Synonyms:287197-95-9;2-(chloromethyl)-5-(4-methylphenyl)-1,3,4-oxadiazole;2-Chloromethyl-5-(4-methylphenyl)-1,3,4-oxadiazole;2-(chloromethyl)-5-(p-tolyl)-1,3,4-oxadiazole;1,3,4-oxadiazole, 2-(chloromethyl)-5-(4-methylphenyl)-;2-(chloromethyl)-5-p-tolyl-1,3,4-oxadiazole;SCHEMBL2640701;5-(chloromethyl)-2-(4-methylphenyl)-1,3,4-oxadiazole;DTXSID30353152;MFCD00662318;STK727256;AKOS000123847;AB06647;CS-10451;FT-0608756;2-chloromethyl-5-p-tolyl-[1,3,4]oxadiazole;EN300-22011;[1,3,4]Oxadiazole, 2-chloromethyl-5-p-tolyl-;A819560;J-017219;F6782-3686;Z147641340

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

Chemical Property:

• Vapor Pressure: 0.000378mmHg at 25°C
• Melting Point: 117-119°C
• Boiling Point: 327.8°Cat760mmHg
• Flash Point: 152°C
• PSA: 38.92000
• Density: 1.242g/cm³
• LogP: 2.78380
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 208.0403406
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NN=C(O2)CCl

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

There total 7 articles about 2-(Chloromethyl)-5-(4-methylphenyl)-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: 89.0%

chloroacetic acid (79-11-8) + p-toluic hydrazide (3619-22-5) → 2‐(chloromethyl)‐5‐(4‐methylphenyl)‐1,3,4‐oxadiazole (287197-95-9)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1016/j.ejmech.2011.01.063

Reference yield: 87.0%

chloroacetyl chloride (79-04-9) + p-toluic hydrazide (3619-22-5) → 2‐(chloromethyl)‐5‐(4‐methylphenyl)‐1,3,4‐oxadiazole (287197-95-9)

Guidance literature:

p-toluic hydrazide; With triethylamine; In dichloromethane;

chloroacetyl chloride; In dichloromethane; at 0 - 20 ℃; for 4h;

With tetrachloromethane; triphenylphosphine; In dichloromethane; for 12h; Reflux;

DOI:10.1039/c7nj00920h

Reference yield: 72.0%

N′-(2-chloroacetyl)-4-methylbenzohydrazide (199938-21-1) → 2‐(chloromethyl)‐5‐(4‐methylphenyl)‐1,3,4‐oxadiazole (287197-95-9)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 16h; Product distribution / selectivity; Reflux;

upstream raw materials:

N′-(2-chloroacetyl)-4-methylbenzohydrazide

p-toluic hydrazide

chloroacetic acid

p-Toluic acid

Downstream raw materials:

2-(bis((5-p-tolyl-1,3,4-oxadiazol-2-yl)methylthio)methylene)malononitrile

2-(bis((5-(p-tolyl)-1,3,4-thiadiazol-2-yl)methylthio)methylene)malononitrile

5-(p-tolyl)-2-(chloromethyl)-1,3,4-thiadiazole

Refernces

• 1、 El Mansouri, Az-eddine,Oubella, Ali,Danoun, Karim,Ahmad, Mehdi,Neyts, Johan,Jochmans, Dirk,Snoeck, Robert,Andrei, Graciela,Morjani, Hamid,Zahouily, Mohamed,Lazrek, Hassan B.. "Discovery of novel furo[2,3-d]pyrimidin-2-one–1,3,4-oxadiazole hybrid derivatives as dual antiviral and anticancer agents that induce apoptosis". . . Retrieved 2021/06/17.
• 2、 -. "Oxazole ring-containing honokiol thioether derivative and preparation method and application thereof". Paragraph 0042; 0047-0048. . Retrieved 2021/08/11.