반응 #2467975

반응 방정식

methyl 3-[(dimethylamino)diazenyl]-5-nitrothiophene-2-carboxylate

sodium hydroxide

→

solid

수율 86.5%

3-[(dimethylamino)diazenyl]-5-nitrothiophene-2-carboxylic acid

수율 86.5%

용매

methanol

반응 조건

후처리

1. 1
   기타Excess of methanol was evaporated under reduced pressure
2. 2
   workup.ADDITIONthe residue was diluted with ice cold water
3. 3
   기타the solid separated
4. 4
   여과was filtered
5. 5
   세척washed with water
6. 6
   기타dried

실험 절차

To a solution of methyl 3-[(dimethylamino)diazenyl]-5-nitrothiophene-2-carboxylate (550 mg) in methanol (10 mL) was added an aqueous solution of sodium hydroxide (0.25 g in 5 mL of water) at rt and stirred the mixture for 14 h. Excess of methanol was evaporated under reduced pressure and the residue was diluted with ice cold water. The solution was acidified with dil. HCl and the solid separated was filtered, washed with water and dried to give the product as a yellow color solid (450 mg, 86%). The crude product was recrystallized from chloroform-methanol (290 mg), mp 184-186° C. 1H NMR (400 MHz, DMSO-d6): δ 13.26 (1H, br s), 8.00 (1H, s), 3.59 (3H, s), 3.25 (3H, s); LC-MS (positive ion mode): m/z 245 (M+H)+.

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