Nicotine acid N-oxide.
Nicotine acid (1 part) in hot glacial acetic acid (3 parts) and perhydrol (3 parts) were heated on the water-bath with occasional shaking. After 3 hours gas evolution had decreased and the solution was evaporated to dryness and the yellow residue was recrystallised twice from methanol giving nicotine acid N-oxide (70-80%) as faintly yellowish needles.
Methyl nicotinate N-oxide.
Nicotine acid N-oxide (1 g) was dissolved in absolute methanol (20 ml), saturated with hydrogen chloride at 0 *C, and refluxed 2 hours with exclusion of moisture. Excess methanol was removed, and the resulting oil poured into water, basified with sodium carbonate, and extracted with ether. After being dried, the ether was removed and the remaining oil, which solidified, crystallised from light petroleum in colourless leaflets (0,5 g).
Ehtyl nicotinate N-oxide.
Nicotine acid N-oxide (2 g) in absolute ethanol (40 ml) was treated as above and gave colourless needles (1.2 g).
Ehtyl nicotinate N-oxide.
Ethyl nicotinate (2 g) in glacial acetic acid (10 ml) was heated with perhydrol(30 ml) for 3 hours on the water-bath. The reaction mixture was evaporated, and the oily residue recrystallised from light petroleum, yielding colourless needles (1.1 g).
Nicotine acid (1 part) in hot glacial acetic acid (3 parts) and perhydrol (3 parts) were heated on the water-bath with occasional shaking. After 3 hours gas evolution had decreased and the solution was evaporated to dryness and the yellow residue was recrystallised twice from methanol giving nicotine acid N-oxide (70-80%) as faintly yellowish needles.
Methyl nicotinate N-oxide.
Nicotine acid N-oxide (1 g) was dissolved in absolute methanol (20 ml), saturated with hydrogen chloride at 0 *C, and refluxed 2 hours with exclusion of moisture. Excess methanol was removed, and the resulting oil poured into water, basified with sodium carbonate, and extracted with ether. After being dried, the ether was removed and the remaining oil, which solidified, crystallised from light petroleum in colourless leaflets (0,5 g).
Ehtyl nicotinate N-oxide.
Nicotine acid N-oxide (2 g) in absolute ethanol (40 ml) was treated as above and gave colourless needles (1.2 g).
Ehtyl nicotinate N-oxide.
Ethyl nicotinate (2 g) in glacial acetic acid (10 ml) was heated with perhydrol(30 ml) for 3 hours on the water-bath. The reaction mixture was evaporated, and the oily residue recrystallised from light petroleum, yielding colourless needles (1.1 g).
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