A kind of synthetic method of myrtle alkenyl imidazo[2,1-b][1,3,4]thiadiazole compound
A technology of alkenal-based thiadiazole and alkenal-based imidazole, applied in the field of organic synthesis, can solve problems such as synthetic methods that have not been reported at home and abroad, and achieve the effects of expanding uses and improving added value
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Embodiment 1
[0024] The preparation of compound a:
[0025]
[0026] Add myrtenyl thiadiazole and 2-bromoacetophenone into the microwave reaction flask, the molar ratio is 1:1.1, add 20mL of absolute ethanol, stir the reaction under microwave conditions for 3h, then stop the reaction, the pH =2~3. The ethanol in the reaction solution was removed by rotary evaporation to obtain an orange solid, and 20 mL of ethyl acetate was added to dissolve the solid part, filtered with suction, and the filter cake was washed three times with ethyl acetate. Dissolve the obtained solid in hot ethanol to obtain a yellow solution. At this time, the pH = 2-3. Adjust the pH to 8-9 with ammonia water. Add 50 mL of ethyl acetate to the obtained solution for extraction, and successively use 5% anhydrous sodium carbonate solution. and deionized water for three times, and the obtained organic phase was rotated to evaporate the solvent to obtain compound a. m.p.93.8~95.6℃; IR(KBr,ν / cm -1 ):3017.73cm - 1(ν Ph...
Embodiment 2
[0028] Preparation of compound b
[0029]
[0030] Add myrtenyl thiadiazole and p-methoxy-2-bromoacetophenone into the microwave reaction flask, the molar ratio is 1:1.1, add 20mL of absolute ethanol, stir and react under microwave conditions for 3h Then stop the reaction, pH=2~3. The ethanol in the reaction solution was removed by rotary evaporation to obtain an orange solid, and 20 mL of ethyl acetate was added to dissolve the solid part, filtered with suction, and the filter cake was washed three times with ethyl acetate. Dissolve the obtained solid in hot ethanol to obtain a yellow solution. At this time, the pH = 2-3. Adjust the pH to 8-9 with ammonia water. Add 50 mL of ethyl acetate to the obtained solution for extraction, and successively use 5% anhydrous sodium carbonate solution. and deionized water for three times, and the obtained organic phase was spin-evaporated to obtain compound b. m.p.124.1~125.8℃; IR(KBr,ν / cm -1 ):3014.09cm -1 (ν Ph-C-H ), 2973.32cm ...
Embodiment 3
[0032] Preparation of compound c:
[0033]
[0034] Add myrtenyl thiadiazole and p-methyl-2-bromoacetophenone into the microwave reaction flask, the molar ratio is 1:1.1, add 20mL of absolute ethanol, stir and react under microwave conditions for 3h Stop the reaction, pH=2~3. The ethanol in the reaction solution was removed by rotary evaporation to obtain an orange solid, and 20 mL of ethyl acetate was added to dissolve the solid part, filtered with suction, and the filter cake was washed three times with ethyl acetate. Dissolve the obtained solid in hot ethanol to obtain a yellow solution. At this time, the pH is 2 to 3. Use ammonia water to adjust the pH to 8 to 9. Add 50 mL of ethyl acetate to the obtained solution for extraction, and successively use 5% anhydrous sodium carbonate solution. and deionized water for three times, and the obtained organic phase was spin-evaporated to obtain compound c. m.p.154.7~156.4℃; IR(KBr,ν / cm -1 ):3024.32cm -1 (ν Ph-C-H ); 2997.63...
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