Methanol → HCID 13092717, compound

Participants

Reaction Steps

4.5 g of 1-(2-chloroethyl)-3-n-propyl-3-D-glucopyranosylurea are dissolved in 20 ml of formic acid, and 2.8 g of sodium nitrite are added gradually thereto at 0° to 5° C. for one hour under stirring. The mixture is further stirred at the same temperature for one hour. After the reaction, 20 ml of methanol are added to the reaction mixture. Said mixture is neutralized with potassium carbonate under ice-cooling. Then, 150 ml of ethyl acetate are added to said mixture, and insoluble materials are removed by filtration. The filtrate is washed with an aqueous sodium bicarbonate solution, dried and evaporated to remove solvent. The residue thus obtained is purified by silica gel chromatography(Solvent: methanol-chloroform(1:5)). 1.5 g of 1-(2-chloroethyl)-1-nitroso-3-n-propyl-3-D-glucopyranosylurea are thereby obtained as pale yellow caramel.

Provenance & Evidence