16854-72-1

Basic information

• Product Name: Dithiomalonsaeure-S,S'-diphenylester
• Synonyms: Dithiomalonsaeure-S,S'-diphenylester
• CAS NO: 16854-72-1
• Molecular Weight: 288.391
• Mol File: 16854-72-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Dithiomalonsaeure-S,S'-diphenylester(CAS DataBase Reference)
• NIST Chemistry Reference: Dithiomalonsaeure-S,S'-diphenylester(16854-72-1)
• EPA Substance Registry System: Dithiomalonsaeure-S,S'-diphenylester(16854-72-1)

Safety Data

• Hazardous Substances Data: 16854-72-1(Hazardous Substances Data)

Upstream product

• 1663-67-8 malonoyl dichloride 
• 108-98-5 thiophenol 
• 141-82-2 malonic acid 

Downstream Products

• 74569-08-7 8-chloro-1,5-benzothiazepin-2,4(3H,5H)-dione 

Relevant articles and documents

Design, synthesis, and anticonvulsant evaluation of 4-GABA-3-nitrocoumarines, 1-thiocoumarines, quinolone-2-ones, and their derivatives

The novel group of 4-GABA-3-nitrocoumarines, 1-thiocoumarines, quinolone-2-ones, and their derivatives was designed as potential anticonvulsants using GABA pharmacophore and corresponding heterocyclic moieties. A number of compounds of this group were synthesized and studied in the maximum electroshock seizure (MES) test and in the model of primary-generalized convulsions caused by subcutaneous pentylenetetrazole (scPTZ) in mice. The most active compound in the MES test was found to be 1a (N-(3-nitrocoumarin-4-yl)-4-aminobutyric acid) at a dose range of 60–80 mg/kg that increased the number of survived animals up to 60% in comparison with the control group, whose survival rate was 10%. Compounds 1d (N-(3,6-dinitrocoumarin-4-yl)-4-amino-butyric acid methyl ester) at doses of 10–40 mg/kg and 3a (N-(3-nitro-2-oxo-1,2-dihydroquinolin-4-yl)-4-amino-butyric acid methyl ester) at a dose of 12.5 mg/kg had the most pronounced anticonvulsant effect in scPTZ test. [Figure not available: see fulltext.].

L -Proline Derived Bifunctional Organocatalysts: Enantioselective Michael Addition of Dithiomalonates to trans-β-Nitroolefins

A series of novel l-proline derived tertiary amine bifunctional organocatalysts 9 are reported, which were applied to the asymmetric Michael addition of dithiomalonates 2 to trans-β-nitroolefins 1. The reaction proceeded in high yields (up to 99%) with high enantioselectivities (up to 97% ee). The synthetic utility of this methodology was demonstrated in the short synthesis of (R)-phenibut in high yield.

A novel stereoselective addition of thiophenol to (-)-p-chlorobenzylideneisomenthone

Michael addition diphenyl dithiomalonate (2) with p-chlorobenzylideneisomenthone (1), instead of yielding the expected product, gives a new compound (3).This product exhibits high optical activity implying a substantial degree of chiral induction by the m