N-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]thiourea

Base Information

• Chemical Name: N-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]thiourea
• CAS No.: 89335-12-6
• Molecular Formula: C9H7ClN4OS
• Molecular Weight: 254.7
• DSSTox Substance ID: DTXSID10527293
• Wikidata: Q82396457

Synonyms:89335-12-6;N-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]thiourea;DTXSID10527293

Chemical Property of N-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]thiourea

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 254.0029097
• Heavy Atom Count: 16
• Complexity: 260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NN=C(O2)NC(=S)N)Cl

Technology Process of N-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]thiourea

There total 3 articles about N-[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]thiourea 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:

2-amino-5-(4-chlorophenyl)-1,3,4-oxadiazole (33621-61-3) + potassium thioacyanate (333-20-0) → N1-(5-p-chlorophenyl-1,3,4-oxadiazol-2-yl)thiourea (89335-12-6)

Guidance literature:

With hydrogenchloride; In ethanol; for 4h; Heating;

Reference yield:

4-chlorobenzaldehyde semicarbazone (5315-86-6,94794-23-7) → N1-(5-p-chlorophenyl-1,3,4-oxadiazol-2-yl)thiourea (89335-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; sodium acetate / acetic acid

2: HCl

With hydrogenchloride; bromine; sodium acetate; In acetic acid;

Reference yield:

2-amino-5-(4-chlorophenyl)-1,3,4-oxadiazole (33621-61-3) → N1-(5-p-chlorophenyl-1,3,4-oxadiazol-2-yl)thiourea (89335-12-6)

Guidance literature:

With benzoyl chloride; Yield given. Multistep reaction; 1.) acetone, refluxed, 30 min.; 2.) 15 min.;

upstream raw materials:

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

potassium thioacyanate

4-chlorobenzaldehyde semicarbazone

Downstream raw materials:

2-p-chlorophenyl-6-(2-methyl-5-fluorophenyl)-1,3,4-oxadiazolo<3,2-a>-s-triazine-5,7-dithione

2-p-chlorophenyl-6-p-fluorophenylsulphonyl-1,3,4-oxadiazolo<3,2-a>-s-triazine-5,7-dithione

Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(4-chloro-phenyl)-5,7-dithioxo-7H-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazin-6-yl]-tetrahydro-pyran-3-yl ester

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(4-chloro-phenyl)-5,7-dithioxo-7H-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazin-6-yl]-tetrahydro-pyran-3-yl ester

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