تفاعل #2467977

معادلة التفاعل

water

ethanol amine

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

→

solid

المردود 77.0%

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

المردود 77.0%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONThe solution was poured into ice
2. 2
   استخلاصthe solution was extracted with ethyl acetate (3×50 mL)
3. 3
   غسيلThe combined EtOAc layer was washed with water, 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
8. 8
   أخرىto give the product, which
9. 9
   أخرىwas recrystallized from chloroform-hexane

الإجراء التجريبي

To an ice cold (0-5° C.) solution of ethanol amine (5 mL) in THF (5 mL) was added a solution of methyl 3-[(dimethylamino)diazenyl]thiophene-2-carboxylate (500 mg) in THF (5 mL) for 5 min and stirred at rt for 20 h. The solution was poured into ice cooled water and the solution was extracted with ethyl acetate (3×50 mL). The combined EtOAc layer was washed with water, 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 (95:5) as eluents to give the product, which was recrystallized from chloroform-hexane gave the product as a pale orange color solid (430 mg, 77%), mp 118-122° C. IR (neat) νmax, 3397, 3278, 2926, 1621, 1353, 1298, 1220, 1083, 1007, 882, 775 cm−1;

المصدر