Formylchrone reacted with aroylhydrazine to give corresponding hydrazone, which was treated with acetic anhydride to give a series of chromones with substitution of 1,3,4 dihydrooxadiazoly in 3 position. The chromone formation reaction could be finished in a much short time by microwave irradiation heating.
Six aromatic acid esters of heptaacetyl maltosyl were synthesized by reaction of hepta-O-acetyl-α-maltosyl bromide with corresponding aromatic acids, using triethyl benzyl ammonium chloride as a phase -transfer catalyst. In the 1 H NMR spectra of these compounds, the che mical shift of C 1 -H in glycosyl-ring appears at downfield, the coupling constant J 1-2 =8 0~8 3. In the IR spectra of the products, the abso r ption of bending vibration of C 1 -H bond in glycosyl-ring appears at abou t 900 cm -1 . The IR, 1 H NMR spectra confirmed their β-anome r configuration. The greater relative abundances of the molecular ion peak were recorded in the mass spectra of the products. The method has advantages of mild reaction conditions, easy separation and high stereospecifi- city of the pro ducts.
N-substituted phosphoramidic chloride was obtained from the reaction of amines with POCl3,then hydrazinolyzation gave N-substituted phosphoramidohydrazide(2a-2g).Refluxing of 2 with glucosyl isothiocyanate(1)in CHCl3 gave corresponding N,N′-substituted-N″-(2,3,4,6-tetra-O-acetylglucosylthioureylene)phosphoric triamides(3a-3g),and deacetylation in MeOH/NaOMe gave N,N’-substituted-N″-glucosy1 thioureylene phosphoric triamides(4a-4g).Their structures were confirmed by IR,1H NNR,31P NMR,MS and elemental analysis.