27999-97-9

Basic information

• Product Name: tetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate
• CAS NO: 27999-97-9
• Molecular Formula: C₁₂H₁₆O₃S₂
• Molecular Weight: 272.3836
• Mol File: 27999-97-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 426.3°C at 760 mmHg
• Flash Point: 211.6°C
• Density: 1.29g/cm³
• Vapor Pressure: 4.45E-07mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: tetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: tetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate(27999-97-9)
• EPA Substance Registry System: tetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate(27999-97-9)

Safety Data

• Hazardous Substances Data: 27999-97-9(Hazardous Substances Data)

Upstream product

• 1072-72-6 Tetrahydrothiopyran-4-one 
• 29683-23-6 tetrahydrothiopyran-4-ol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 109507-23-5 1-methyl-4-(toluene-4-sulfonyloxy)-tetrahydro-thiopyranium; iodide 
• 944563-27-3 1,1-dioxidotetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate 

Relevant articles and documents

Multigram scale synthesis of 3,4- and 3,6-dihydro-2H-thiopyran 1,1-dioxides and features of their NMR spectral behavior

A new four-step synthesis of 3,4- and 3,6-dihydro-2H-thiopran-1,1-dioxides from dihydro-2H-thiopyran-3(4H)-one is reported. The title compounds are synthesized starting with oxidation of the ketone with a 30% aqueous solution of hydrogen peroxide in a mixture of AcOH-Ac2O. The keto group is then reduced by sodium borohydride followed by mesylation and elimination of methanesulfonic acid under basic conditions (pyridine for 3,4-isomer and aqueous NaOH for 3,6-isomer). This sequence is simpler, than previously known methods, uses cheaper and more readily available reagents, and leads to 2H-thiopran-1,1-dioxides on multigram scale with 64% and 74% total yields, respectively. The structure and purity of the compounds were confirmed by 2D NMR and GCMS methods. The proposed method expands the means to access functionalized cyclic sulfones as building blocks in the synthesis of combinatorial libraries of new biologically active compounds.

IMIDAZOLINE DERIVATIVES, PREPARATION METHODS THEREOF, AND THEIR APPLICATIONS IN MEDICINE

New imidazoline derivatives represented by formula (I), preparation methods thereof, pharmaceutical compositions comprising such derivatives, and applications of such derivatives in preparing androgen receptor antagonists and medicaments for treating diseases such as prostate cancer.

Herbicidal 1-aryl-delta2-1,2,4-triazolin-5-ones

Aryltriazolinones of the formula STR1 in which W is oxygen or sulfur; X1 and X2 are independently selected from halogen, haloalkyl, and alkyl; R is a three- to eight-membered ring heterocyclic group of one or two, same or different, ring heteroatoms selected from oxygen, sulfur, and nitrogen, or an alkyl radical substituted with said heterocyclic group; R1 is alkyl, haloalkyl, cyanoalkyl, alkenyl, alkynyl, or a group of the formula -alkyl-Y--R3 ; R2 is halogen, alkyl, cyanoalkyl, haloalkyl, arylalkyl, or a group of the formula -alkyl-Y--R3 ; R3 is alkyl, alkenyl, or alkynyl; and Y is oxygen or S(O)r in which r is 0 to 2 are disclosed and exemplified.