5-(4-Methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: 5-(4-Methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine
• CAS No.: 74959-57-2
• Molecular Formula: C15H13N3OS
• Molecular Weight: 283.354
• DSSTox Substance ID: DTXSID40503702
• Nikkaji Number: J3.565.117I
• Wikidata: Q82357708
• Mol file: 74959-57-2.mol

Synonyms:5-(4-Methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine;74959-57-2;Oprea1_487574;DTXSID40503702;5-(4-methoxyphenyl)-N-phenyl-1,3,4-thiadi-azol-2-amine

Chemical Property of 5-(4-Methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 283.07793322
• Heavy Atom Count: 20
• Complexity: 291

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NN=C(S2)NC3=CC=CC=C3

Technology Process of 5-(4-Methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine

There total 5 articles about 5-(4-Methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine 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: 82.0%

5-(4-methoxyphenyl)-1H-tetrazole (6926-51-8) + phenyl isothiocyanate (103-72-0) → 5-(4-methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine (74959-57-2)

Guidance literature:

at 170 ℃; for 0.5h; Microwave irradiation;

DOI:10.1134/S1070428009040307

Reference yield: 71.0%

4-methoxy-benzaldehyde (123-11-5) + phenyl isothiocyanate (103-72-0) → 5-(4-methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine (74959-57-2)

Guidance literature:

With iron(III) chloride; hydrazine hydrate; In water; for 0.0583333h; Microwave irradiation; Sonication; Green chemistry;

DOI:10.1007/s00706-012-0846-x

Reference yield: 67.0%

2-(4-methoxybenzylidene)-N-phenylhydrazinecarbothioamide (74959-64-1) → 5-(4-methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine (74959-57-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 20 ℃; for 1h; regioselective reaction;

DOI:10.1016/j.tetlet.2016.01.083

upstream raw materials:

2-(4-methoxybenzylidene)-N-phenylhydrazinecarbothioamide

9-dicyanomethylene-2,4,7-trinitrofluorene

5-(4-methoxyphenyl)-1H-tetrazole

phenyl isothiocyanate