Synthesis of a new series of biologically interesting 6'-chloro-1',1'-dioxospiro[4H-benzo[d][1,3,7]oxadiazocine-4,3'(2'H)-[1,4,2]benzodithiazine]-2,6(1H,5H)dione derivatives.
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A series of 6'-chloro-1',1'-dioxospiro[4H-benzo[d][1,3,7]oxadiazocine-4,3'(2'H)-[1,4,2]benzodithiazine]-2,6(1H,5H)dione derivatives have been synthesized from isatoic anhydride and 3-(R(2)-amino)-1,4,2-benzodithiazine 1,1-dioxides.Some synthetic limitations are discussed on the basis of quantum chemical calculations performed by use of the Hartree-Fock method.
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Affiliation: Department of Organic Chemistry, Medical University of Gdańsk, Gen. J. Hallera Str. 107, 80416 Gdańsk, Poland.
ABSTRACT
Abstract: A series of 6'-chloro-1',1'-dioxospiro[4H-benzo[d][1,3,7]oxadiazocine-4,3'(2'H)-[1,4,2]benzodithiazine]-2,6(1H,5H)dione derivatives have been synthesized from isatoic anhydride and 3-(R(2)-amino)-1,4,2-benzodithiazine 1,1-dioxides. Some synthetic limitations are discussed on the basis of quantum chemical calculations performed by use of the Hartree-Fock method. No MeSH data available. Related in: MedlinePlus |
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Fig2: Electrostatic potential maps of representative benzodithiazines 1a and 1s. Color ranges, in kJ mol−1: 1a from red −118.650 to blue +1,817.310, 1s from red −94.784 to blue +1,903.035. RHF/6-31G* basis set (color figure online) Mentions: The electrostatic atomic charges of the starting 3-aminobenzodithiazines 1a–1t (Table 1) and electrostatic potential surface maps (Fig. 2), as affected by their R2 substituents, provide information about the reactivity of the molecules in reactions with electrophiles.Table 1 |
View Article: PubMed Central - PubMed
Affiliation: Department of Organic Chemistry, Medical University of Gdańsk, Gen. J. Hallera Str. 107, 80416 Gdańsk, Poland.
Abstract: A series of 6'-chloro-1',1'-dioxospiro[4H-benzo[d][1,3,7]oxadiazocine-4,3'(2'H)-[1,4,2]benzodithiazine]-2,6(1H,5H)dione derivatives have been synthesized from isatoic anhydride and 3-(R(2)-amino)-1,4,2-benzodithiazine 1,1-dioxides. Some synthetic limitations are discussed on the basis of quantum chemical calculations performed by use of the Hartree-Fock method.
No MeSH data available.