反応 #2467975

反応方程式

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

sodium hydroxide

→

solid

収率 86.5%

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

収率 86.5%

溶媒

methanol

反応条件

後処理

1. 1
   その他Excess of methanol was evaporated under reduced pressure
2. 2
   workup.ADDITIONthe residue was diluted with ice cold water
3. 3
   その他the solid separated
4. 4
   ろ過was filtered
5. 5
   洗浄washed with water
6. 6
   その他dried

実験手順

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)+.

出典