- Synthesis, structure and transformations of 2-iminoimidazolidines into novel fused heterocyclic ring systems
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Reaction of 2-chloro-4,5-dihydroimidazole (1) with 2-aminobenzylamines (2a-d) afforded 2-[(imidazolidin-2-ylideneamino)methyl]-anilines (3a-d) which upon treatment with carbon disulfide gave 2,3-dihydro-12H-imidazo[2′,1′:4,5][1,3,5]thiadiazino[2,3-b]quinazolin-5-thiones (4a-d) and 3,4-dihydro-1H-quinazolin-2-thiones (5a-c). Analogous reaction of 1 with 2-aminobenzyl alcohol (6) led to the formation of [2-(4,5-dihydro-1H-imidazol-2-ylamino)phenyl]methanol hydrochloride (7) which was transformed into 1-(4H-3,1-benzoxazin-2-yl)imidazolidin-2-thione (8).{A figure is presented}.
- Kornicka, Anita,Saczewski, Franciszek,Gdaniec, Maria
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p. 687 - 699
(2007/10/03)
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- An efficient synthesis of enantiopure SDZ 267-489 via a resolution/racemization method
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A new synthesis of (R)-3-methyl-5-phenyl-5H-thiazolo[2,3-b]quinazoline 1, a serum HDL cholesterol raising agent, is described utilizing a resolution of the racemic compound with D-tartaric acid. The undesired S-enantiomer was recycled using either a photochemical or thermal electrocyclic ring opening/closing reaction making the synthesis economical.
- Xu, Daqiang,Mattner, Paul G.,Kucerovy, Andrew,Prasad, Kapa,Repic, Oljan
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p. 747 - 754
(2007/10/03)
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