13182-58-6

Basic information

• Product Name: 6-thiocaffeine
• Synonyms: 6-thiocaffeine
• CAS NO: 13182-58-6
• Molecular Formula: C8H10N4OS
• Molecular Weight: 210.26
• Mol File: 13182-58-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 416.6°Cat760mmHg
• Flash Point: 205.8°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 3.76E-07mmHg at 25°C
• Refractive Index: 1.714
• CAS DataBase Reference: 6-thiocaffeine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-thiocaffeine(13182-58-6)
• EPA Substance Registry System: 6-thiocaffeine(13182-58-6)

Safety Data

• Hazardous Substances Data: 13182-58-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 256, 1987 DOI: 10.1055/s-1987-27906

InChI:InChI=1/C8H10N4OS/c1-10-4-9-6-5(10)7(14)12(3)8(13)11(6)2/h4H,1-3H3

Upstream product

• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 
• 512-56-1 trimethyl phosphite 
• 2002-59-7 1,2,3,6-Tetrahydro-2-oxo-6-thioxo-7H-purine 
• 2398-70-1 6-thiotheophylline 
• 38759-03-4 3,7-dimethyl-6-thioxo-2-oxopurine 
• 74-88-4 methyl iodide 

Relevant articles and documents

Solvent-free synthesis of thio-alkylxanthines from alkylxanthines using microwave irradiation

An expeditious, solvent-free procedure for the conversion of the xanthine bases theophylline, 8-methyltheophylline, caffeine, and theobromine to the corresponding 6-thio and 2,6-dithio derivatives using Lawesson's reagent under microwave irradiation is proposed.

Reactions of 6-thiotheophylline with alkylating agents and epichlorohydrin: Isolation of S-alkylated 6-thiotheophylline and 7-(2,3-thioepoxypropyl)theophylline

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A Rapid and Efficient Synthesis of Sulfur Analogues of Pyrimidine Bases

An improved procedure for thionation of some natural pyrimidine bases with tetraphosphorus decasulfide/sodium hydrogen carbonate is reported.Some substituted uracils and 2-thiouracils were converted into a series of analogues in which the oxygen at position 4 was replaced by sulfur atom.The advantage of this method of thionation over the older procedures is based on the tetraphosphorus decasulfide/sodium hydrogen carbonate mixture giving rise to excellent yields and simplified isolation of the desired pure products.