5-(2-Aminophenyl)-1,3,4-oxadiazole-2-thiol

Base Information

• Chemical Name: 5-(2-Aminophenyl)-1,3,4-oxadiazole-2-thiol
• CAS No.: 203268-81-9
• Molecular Formula: C₈H₇N₃OS
• Molecular Weight: 193.229
• UNII: 77WL8388TF
• DSSTox Substance ID: DTXSID90357898
• Nikkaji Number: J920.520I
• Wikidata: Q82138080
• Mol file: 203268-81-9.mol

Synonyms:32058-76-7;5-(2-aminophenyl)-1,3,4-oxadiazole-2-thiol;1,3,4-Oxadiazole-2(3H)-thione, 5-(2-aminophenyl)-;5-(2-aminophenyl)-3H-1,3,4-oxadiazole-2-thione;5-(2-Aminophenyl)-1,3,4-oxadiazole-2(3H)-thione;5-(2-aminophenyl)-1,3,4-oxadiazol-2-yl hydrosulfide;SCHEMBL7729357;SCHEMBL8978578;DTXSID90357898;77WL8388TF;BDBM152486;STL371237;TOD101288;AKOS022191196;AKOS030240143;CS-0333057;2-aminophenyl-5-mercapto-1-oxa-3,4-diazole;5-(2-aminophenyl)-1,3,4-oxadiazole-2-thione;1,3,4-Oxadiazole-2-thiol, 5-(2-aminophenyl)-;1,3,4-Oxadiazole-2-thiol, 5-(o-aminophenyl)-;AH-034/08835028;5-(2'-Aminophenyl)-1,3,4-oxadiazole-2(3H)-thione (3);5-(2-aminophenyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione;Delta2-1,3,4-Oxadiazoline-5-thione, 2-(o-aminophenyl)-;203268-81-9

Chemical Property of 5-(2-Aminophenyl)-1,3,4-oxadiazole-2-thiol

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 193.03098303
• Heavy Atom Count: 13
• Complexity: 254

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NNC(=S)O2)N

Technology Process of 5-(2-Aminophenyl)-1,3,4-oxadiazole-2-thiol

There total 7 articles about 5-(2-Aminophenyl)-1,3,4-oxadiazole-2-thiol 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: 70.0%

carbon disulfide (75-15-0,12122-00-8) + anthranilic acid hydrazide (1904-58-1) → 2-(2-aminophenyl)-5-mercapto-1,3,4-oxadiazole (203268-81-9,32058-76-7)

Guidance literature:

With potassium hydroxide; In ethanol; at 80 ℃;

DOI:10.13005/ojc/320528

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-(2-aminophenyl)-5-mercapto-1,3,4-oxadiazole (203268-81-9,32058-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid

2: hydrazine hydrate / ethanol / Reflux

3: potassium hydroxide / ethanol / Reflux

With sulfuric acid; hydrazine hydrate; potassium hydroxide; In ethanol;

DOI:10.1016/j.bmc.2013.02.008

Reference yield:

2-ethoxycarbonylaniline (87-25-2) → 2-(2-aminophenyl)-5-mercapto-1,3,4-oxadiazole (203268-81-9,32058-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrazine hydrate / ethanol / 5 h / Reflux

2.1: potassium hydroxide / ethanol / 24 h / Reflux

2.2: pH 5 - 6

With hydrazine hydrate; potassium hydroxide; In ethanol;

DOI:10.1016/j.ejmech.2011.11.015

upstream raw materials:

carbon disulfide

anthranilic acid hydrazide

2-ethoxycarbonylaniline

anthranilic acid

Downstream raw materials:

2-mercapto-1,3,4-thiadiazolo<2,3-b>quinazolin-5-one

3-amino-2-mercapto-3H-quinazolin-4-one

4-amino-3-mercapto-5-(o-aminophenyl)-1,2,4-triazole

3-(2-amino-phenyl)-5-mercapto-[1,2,4]triazol-4-ol