4-CYANOTHIOPHENOL

Base Information

• Chemical Name: 4-CYANOTHIOPHENOL
• CAS No.: 36801-01-1
• Molecular Formula: C7H5NS
• Molecular Weight: 135.189
• Hs Code.: 2930909090
• Mol file: 36801-01-1.mol

Synonyms:4-Cyanobenzenethiol;4-Cyanothiophenol;4-Mercaptobenzonitrile;p-Cyanobenzenethiol;p-Cyanothiophenol;4-sulfanylbenzonitrile;

Chemical Property of 4-CYANOTHIOPHENOL

Chemical Property:

• Melting Point: 51-52℃
• Boiling Point: 264.4 °C at 760 mmHg
• PKA: 5.05±0.10(Predicted)
• Flash Point: 113.7 °C
• PSA: 62.59000
• Density: 1.18 g/cm³
• LogP: 1.84698
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: DMSO (Sparingly), Ethyl Acetate (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

4-Mercaptobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Mercaptobenzonitrile is a building block used as a reactant in the synthesis and in vitro anti-hepatitis B virus activities of some ethyl 6-bromo-5-hydroxy-1H-indole-3-carboxylates.

Technology Process of 4-CYANOTHIOPHENOL

There total 22 articles about 4-CYANOTHIOPHENOL 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: 100.0%

4-bromobenzenecarbonitrile (623-00-7) → 4-cyanobenzenethiol (36801-01-1)

Guidance literature:

4-bromobenzenecarbonitrile; With caesium carbonate; copper(II) sulfate; In dimethyl sulfoxide; for 0.166667h; Inert atmosphere;

With ethane-1,2-dithiol; In dimethyl sulfoxide; at 100 ℃; for 20h; Inert atmosphere;

Reference yield: 93.0%

4-iodobenzonitrile (3058-39-7) → 4-cyanobenzenethiol (36801-01-1)

Guidance literature:

With copper(ll) sulfate pentahydrate; caesium carbonate; ethane-1,2-dithiol; In dimethyl sulfoxide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201400941

Reference yield: 93.0%

4-mercaptobenzamide (59177-46-7) → 4-cyanobenzenethiol (36801-01-1)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1002/cmdc.201800235

upstream raw materials:

4-cyanophenyl-S,N,N-dimethyl thiocarbamate

4-fluorobenzonitrile

4-Cyanochlorobenzene

thiourea

Downstream raw materials:

Isopropoxymethyl-phosphonodithioic acid S-(4-cyano-phenyl) ester O-ethyl ester

4-Heptyl-thiobenzoic acid S-(4-cyano-phenyl) ester

4-Propyl-thiobenzoic acid S-(4-cyano-phenyl) ester

4-Butyl-thiobenzoic acid S-(4-cyano-phenyl) ester

Refernces

Synthesis of 4-cyanophenyl 2-azido-2-deoxy- and 3-azido-3-deoxy-1,5-dithio-β-D-xylopyranosides

10.1016/S0008-6215(97)00079-7

The research aimed to synthesize 4-cyanophenyl 2-azido-2-deoxy- and 3-azido-3-deoxy-1,5-dithio-β-D-xylopyranosides, which are carbohydrate derivatives with potential antithrombotic activity. The study built upon previous work by modifying the structure of beciparcil, a known antithrombotic agent, by replacing hydroxyl groups with azido groups to enhance its oral activity. Key chemicals used in the synthesis process included 3,4-di-O-benzoyl-1,5-anhydro-5-thio-D-threo-pent-1-enitol, sodium azide, ceric ammonium nitrate, trimethylsilyl triflate, and 4-cyanothiophenol, among others. The synthesized compounds were then tested for their oral antithrombotic activity in rats, with results showing that the introduction of azido groups significantly increased the activity compared to the parent compound beciparcil. However, the activity decreased upon acetylation of the amino group in the synthesized derivatives. The study concluded that compounds 3, 4, and 36 possess high oral antithrombotic activity, with the α-anomer 34 being inactive.