4-[(Phenylmethylene)amino]benzenethiol

Base Information

• Chemical Name: 4-[(Phenylmethylene)amino]benzenethiol
• CAS No.: 259875-34-8
• Molecular Formula: C₁₃H₁₁NS
• Molecular Weight: 213.303
• DSSTox Substance ID: DTXSID001282778
• Nikkaji Number: J1.251.936B
• Mol file: 259875-34-8.mol

Synonyms:DTXSID001282778;4-[(Phenylmethylene)amino]benzenethiol;259875-34-8

Chemical Property of 4-[(Phenylmethylene)amino]benzenethiol

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.06122053
• Heavy Atom Count: 15
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NC2=CC=C(C=C2)S

Technology Process of 4-[(Phenylmethylene)amino]benzenethiol

There total 2 articles about 4-[(Phenylmethylene)amino]benzenethiol 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: 75.0%

benzaldehyde (100-52-7) + 4-aminotiophenol (1193-02-8) → 4-benzaldaminobenzenethiol (259875-34-8)

Guidance literature:

In ethanol; at 20 ℃;

DOI:10.1039/a906949f

Reference yield:

benzaldehyde (100-52-7) + para-nitrobenzenethiol (1849-36-1) → 4-benzaldaminobenzenethiol (259875-34-8)

Guidance literature:

With hydrogen; In ethanol; at 60 ℃; for 4h; under 11251.1 Torr; Catalytic behavior;

DOI:10.1016/j.catcom.2019.03.007

Reference yield: 73.0%

NiBr(η(5)-cyclopentadienyl)(triphenylphosphine-P) + 4-benzaldaminobenzenethiol (259875-34-8) → Ni(η5-C5H5)(PPh3)(4-SC6H4N=CHC6H5) (259875-41-7)

Guidance literature:

With (C₂H₅)3N; In toluene; byproducts: Et3NHBr; filtered, concd., pptd. (hexane), recrystd. (CH2Cl2/hexane); elem. anal.;

DOI:10.1039/a906949f

upstream raw materials:

benzaldehyde

4-aminotiophenol

para-nitrobenzenethiol

Downstream raw materials:

Ni(η5-C5H5)(PPh3)(4-SC6H4N=CHC6H5)

Ni(η5-C5H5)(PBu3)(4-SC6H4N=CHC6H5)