تفاعل #2467979

معادلة التفاعل

water

ethylenediamine

methyl 3-[(dimethylamino)diazenyl]thiophene-2-carboxylate

sodium chloride

→

product

المردود 22.0%

N-(2-aminoethyl){3-[(dimethylamino)diazenyl](2-thienyl)}-carboxamide

المردود 22.0%

المذيبات

ethanol

ethanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONThe solution was poured into ice
2. 2
   استخلاصThe solution was extracted with THF (3×100 mL)
3. 3
   غسيلThe combined THF layer was washed with brine
4. 4
   تجفيفdried over sodium sulfate
5. 5
   ترشيحThe solution was filtered
6. 6
   أخرىevaporated the solvent
7. 7
   أخرىThe residue was chromatographed over silica gel column

الإجراء التجريبي

To an ice cold (0-5° C.) solution of ethylenediamine (5 mL) in ethanol (5 mL) was added a solution of methyl 3-[(dimethylamino)diazenyl]thiophene-2-carboxylate (250 mg) in ethanol (5 mL) for 5 min and stirred at rt for 24 h. The solution was poured into ice cooled water and saturated with sodium chloride. The solution was extracted with THF (3×100 mL). The combined THF layer was washed with brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using chloroform-methanol (90:10) as eluents to give the product as an off-white solid (60 mg, 22%), mp 98-100° C. 1H NMR (400 MHz, CDCl3): δ 8.65 (1H, br s), 7.30 (1H, d, J=5.2 Hz), 7.28 (1H, d, J=5.2 Hz), 3.50-3.57 (5H, m). 3.24 (3H, br s), 2.91 (2H, t, J=6.0 Hz).

المصدر