Sulfuric Acid → HCID 131714699, compound

Participants

Reaction Steps

Isoamyl nitrite (4 ml) was dropped into a solution of the above synthesized 3-n-propyl-3-(isobutyl α-D-glucopyranose-6-yl)-1-(2-chloroethyl)urea (3.47 g, 9.06 mmol) in a mixture of methanol (50 ml), dioxane (150 ml), and 10% sulfuric acid (50 ml), with well stirring at 0° to 5° C. After stirring for further 3 hours to complete reaction, which was confirmed by TLC, the reaction mixture was vacuum-concentrated at 25° C. and crystallized from ethanol and water, giving 2.55 g of 3-n-propyl-3-(isobutyl α-D-glucopyranose-6-yl)-1-(2-chloroethyl)-1-nitrosourea; yield 68.4%, m.p. 58°-60° C., [α]D20 +71.7° (C 1.0, methanol).

Provenance & Evidence