2-(Chloromethyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-(Chloromethyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole
• CAS No.: 727374-87-0
• Molecular Formula: C₇H₅ClN₂OS
• Molecular Weight: 200.649
• Hs Code.: 2934999090
• European Community (EC) Number: 859-834-6
• DSSTox Substance ID: DTXSID60368517
• Wikidata: Q82155104
• Mol file: 727374-87-0.mol

Synonyms:2-(chloromethyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole;727374-87-0;2-(chloromethyl)-5-thien-2-yl-1,3,4-oxadiazole;2-(chloromethyl)-5-thiophen-2-yl-1,3,4-oxadiazole;F2147-0861;DTXSID60368517;CEB37487;MFCD01885819;AKOS000263843;AS-9505;EN300-06802;2-(chloromethyl)-5-(2-thienyl)-1,3,4-oxadiazole

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

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 199.9811117
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2-(chloromethyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

There total 5 articles about 2-(Chloromethyl)-5-(thiophen-2-yl)-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: 78.0%

N'-(2-chloroacetyl)thiophene-2-carbohydrazide → 2-(chloromethyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole (727374-87-0)

Guidance literature:

With trichlorophosphate; Heating;

Reference yield:

N'-(2-chloroacetyl)thiophene-2-carbohydrazide + 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) → 2-(chloromethyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole (727374-87-0)

Guidance literature:

With sodium hydrogencarbonate; trichlorophosphate;

Reference yield:

2-thienylhydrazide (2361-27-5) → 2-(chloromethyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole (727374-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / Reflux

2: trichlorophosphate / 90 - 100 °C

With trichlorophosphate; In ethyl acetate;

DOI:10.1016/j.ejps.2019.104966

upstream raw materials:

Ethyl thiophene-2-carboxylate

2-thiophenylcarboxylic acid

2-thienylhydrazide

4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

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