4-{[(5-phenyl-1,3,4-thiadiazol-2-yl)amino]methylidene}cyclohexa-2,5-dien-1-one

Base Information

• Chemical Name: 4-{[(5-phenyl-1,3,4-thiadiazol-2-yl)amino]methylidene}cyclohexa-2,5-dien-1-one
• CAS No.: 6578-87-6
• Molecular Formula: C₁₅H₁₁N₃OS
• Molecular Weight: 281.338

Synonyms:Phenol,p-[N-(5-phenyl-1,3,4-thiadiazol-2-yl)formimidoyl]-(7CI,8CI); NSC 88503

Chemical Property of 4-{[(5-phenyl-1,3,4-thiadiazol-2-yl)amino]methylidene}cyclohexa-2,5-dien-1-one

Chemical Property:

• Vapor Pressure: 4.38E-09mmHg at 25°C
• Boiling Point: 472.1°Cat760mmHg
• Flash Point: 239.3°C
• Density: 1.44g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-{[(5-phenyl-1,3,4-thiadiazol-2-yl)amino]methylidene}cyclohexa-2,5-dien-1-one

There total 5 articles about 4-{[(5-phenyl-1,3,4-thiadiazol-2-yl)amino]methylidene}cyclohexa-2,5-dien-1-one 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%

2-amino-5-phenyl-1,3,4-thiadiazole (2002-03-1) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-[(5-phenyl-[1,3,4]thiadiazol-2-ylimino)-methyl]-phenol (6578-87-6)

Guidance literature:

In water; for 0.05h; Microwave irradiation; Sonication; Green chemistry;

DOI:10.1007/s00706-012-0846-x

Reference yield:

1-benzylidene thiosemicarbazide (1627-73-2) → 4-[(5-phenyl-[1,3,4]thiadiazol-2-ylimino)-methyl]-phenol (6578-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: iron(III) chloride / water / 0.05 h / Microwave irradiation; Sonication; Green chemistry

2: water / 0.05 h / Microwave irradiation; Sonication; Green chemistry

With iron(III) chloride; In water;

DOI:10.1007/s00706-012-0846-x

Reference yield:

C8H9N3S → 4-[(5-phenyl-[1,3,4]thiadiazol-2-ylimino)-methyl]-phenol (6578-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: iron(III) chloride / water / 0.75 h / 80 - 90 °C

2: acetic acid / ethanol / 6 h / Reflux

With iron(III) chloride; acetic acid; In ethanol; water;

DOI:10.14233/ajchem.2022.23591

upstream raw materials:

2-amino-5-phenyl-1,3,4-thiadiazole

4-hydroxy-benzaldehyde

benzoic acid

1-benzylidene thiosemicarbazide

Downstream raw materials:

UO₂(NO₃)((C₆H₅)C₂N₂S(NCHC₆H₄(OH)))2(H₂O)2⁽¹⁺⁾*NO₃^(1-) = [UO₂(NO₃)(C₁₅H₁₁N₃SO)2(H₂O)2][NO₃]

In(Cl)2((C₆H₅)C₂N₂S(NCHC₆H₄(OH)))2(H₂O)2⁽¹⁺⁾*Cl^(1-) = [In(Cl)2(C₁₅H₁₁N₃SO)2(H₂O)2]Cl

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