2,3,5-Tri(cyclohexa-1,3-dien-1-yl)-1,3,4-thiadiazol-3-ium

Base Information

• Chemical Name: 2,3,5-Tri(cyclohexa-1,3-dien-1-yl)-1,3,4-thiadiazol-3-ium
• CAS No.: 13187-62-7
• Molecular Formula: C20H21N2S+
• Molecular Weight: 316.426
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00702799
• Wikidata: Q82634802
• Mol file: 13187-62-7.mol

Synonyms:DTXSID00702799;2,3,5-tri(cyclohexa-1,3-dien-1-yl)-1,3,4-thiadiazol-3-ium

Chemical Property of 2,3,5-Tri(cyclohexa-1,3-dien-1-yl)-1,3,4-thiadiazol-3-ium

Chemical Property:

• PSA: 45.01000
• LogP: 5.08830
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 321.14254485
• Heavy Atom Count: 23
• Complexity: 636

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=CC=C1)C2=N[N+](=C(S2)C3=CC=CCC3)C4=CC=CCC4

Technology Process of 2,3,5-Tri(cyclohexa-1,3-dien-1-yl)-1,3,4-thiadiazol-3-ium

There total 10 articles about 2,3,5-Tri(cyclohexa-1,3-dien-1-yl)-1,3,4-thiadiazol-3-ium 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: 62.0%

benzaldehyde (100-52-7) + N-Phenyl-N'-thiobenzoyl-hydrazin (13437-75-7) → 2,4,5-triphenyl-Δ2-1,3,4-thiadiazoline (13187-62-7)

Guidance literature:

With hydrogenchloride; In ethanol;

DOI:10.1039/P19810000360

Reference yield: 34.0%

2,3,5-triphenyl-2-trimethylsilyl-2,3-dihydro-1,3,4-thiadiazole (79841-66-0) → 2,4,5-triphenyl-Δ2-1,3,4-thiadiazoline (13187-62-7) + N-Phenylbenzothioamide (636-04-4)

Guidance literature:

With tetraethylammonium fluoride; In dimethyl sulfoxide; Ambient temperature;

Reference yield:

trimethylsilyl phenyl thioketone (79841-55-7) → 2,4,5-triphenyl-Δ2-1,3,4-thiadiazoline (13187-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent

2: Et₄NF

With tetraethylammonium fluoride;

DOI:10.1039/c39810000822

upstream raw materials:

2,3,5-triphenyl-2-trimethylsilyl-2,3-dihydro-1,3,4-thiadiazole

benzaldehyde

N-Phenyl-N'-thiobenzoyl-hydrazin

trimethylsilyl phenyl thioketone

Refernces

• 1、 Bonini, Bianca F.,Mazzanti, Germana,Sarti, Sauro,Zanirato, Paolo,Maccagnani, Gaetano. "Silyl Thioketones and Silylated Thiirans". . p. 822 - 823. Retrieved 2007/10/02.