4,5-Bis(propylthio)-1,2-benzenedicarbonitrile

Base Information

• Chemical Name: 4,5-Bis(propylthio)-1,2-benzenedicarbonitrile
• CAS No.: 147699-69-2
• Molecular Formula: C₁₄H₁₆N₂S₂
• Molecular Weight: 276.426
• DSSTox Substance ID: DTXSID401250490
• Mol file: 147699-69-2.mol

Synonyms:DTXSID401250490;4,5-Bis(propylthio)-1,2-benzenedicarbonitrile;147699-69-2

Chemical Property of 4,5-Bis(propylthio)-1,2-benzenedicarbonitrile

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 276.07549087
• Heavy Atom Count: 18
• Complexity: 304

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCSC1=C(C=C(C(=C1)C#N)C#N)SCCC

Technology Process of 4,5-Bis(propylthio)-1,2-benzenedicarbonitrile

There total 5 articles about 4,5-Bis(propylthio)-1,2-benzenedicarbonitrile 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: 55.0%

1-thiopropane (107-03-9) + 4,5-dichlorophthalonitrile (139152-08-2) → 4,5-bis(propylthio)benzene-1,2-dinitrile (147699-69-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 90 ℃; for 0.5h;

Reference yield:

4,5-dichlorophthalic anhydride (942-06-3) → 4,5-bis(propylthio)benzene-1,2-dinitrile (147699-69-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / formamide / 3 h / Heating

2: 72 percent / 25-33percent NH₄OH / 48 h / Ambient temperature

3: 75 percent / SOCl₂, DMF / 1) 0 - 5 deg C, 5 h, 2) r.t., 24 h

4: 55 percent / K₂CO₃ / dimethylsulfoxide / 0.5 h / 90 °C

With ammonium hydroxide; thionyl chloride; potassium carbonate; formamide; N,N-dimethyl-formamide; In dimethyl sulfoxide;

Reference yield:

4,5-dichlorophthalimide (15997-89-4) → 4,5-bis(propylthio)benzene-1,2-dinitrile (147699-69-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / 25-33percent NH₄OH / 48 h / Ambient temperature

2: 75 percent / SOCl₂, DMF / 1) 0 - 5 deg C, 5 h, 2) r.t., 24 h

3: 55 percent / K₂CO₃ / dimethylsulfoxide / 0.5 h / 90 °C

With ammonium hydroxide; thionyl chloride; potassium carbonate; N,N-dimethyl-formamide; In dimethyl sulfoxide;

upstream raw materials:

1-thiopropane

4,5-dichlorophthalonitrile

4,5-dichlorophthalic anhydride

4,5-dichlorophthalimide

Downstream raw materials:

4,5-bis(propylsulfonyl)phthalonitrile

Refernces

• 1、 Wohrle,Eskes,Shigehara,Yamada. "A simple synthesis of 4,5-disubstituted 1,2-dicyanobenzenes and 2,3,9,10,16,17,23,24-octasubstituted phthalocyanines". . p. 194 - 196. Retrieved 2007/10/02.