260243-69-4Relevant academic research and scientific papers
On the synthesis of novel spiroglucosides and fused ring heterocycles from diethyl α-acetamido-α-bromomalonate
Chande, Madhukar S.,Bhat, Udayashankar S.
, p. 932 - 937 (2007/10/03)
Diethyl α-acetamido-α-bromomalonate 1 with thiocarbamides 2 and 4- substituted thiosemicarbazides 8 give 2-alkyl/arylimino-5-amino-5-carbethoxy- 4-oxo-(3H)-thiazoles 3 and 2-alkyl/arylimino-6-amino-6-carbethoxy-5-oxo-(3H, 4H)-1,3,4-thiadiazines 9 respectively. Compounds 3 and 9 with arylisothiocyanate 4 afford spiro [4.4]nonane and spiro[5.4]decane derivatives. These spiroheterocycles on reaction with 2,3,4,6-tetrabenzoyl- α-D-glucopyranosyl bromide 6 give novel spiroglucosides. Also compounds 3 and 9 with hydrazine hydrate give fused pyrazolo[5,4-d]thiazole and pyrazolo[5,4-e]thiadiazine derivatives respectively. The characterisation of the products has been done on the basis of spectral (IR, 1H NMR, and 13C NMR) data.
