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ChemicalBook CAS DataBase List 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBONITRILE
70291-62-2

2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBONITRILE synthesis

6synthesis methods
-

Yield:70291-62-2 90%

Reaction Conditions:

with morpholine;sulfur in ethanol at 30; for 8 h;Gewald Aminoheterocycles Synthesis;

Steps:

General procedure for the preparation of the substituted 2-aminothiophene-3-carbonitriles (1a-d)

General procedure: These compounds were prepared according to literature procedures with slight modification [19, 20]. Briefly, morpholine (5 mL, 60 mmol) was slowly added to a mixture of ketone (50 mmol), malonodinitrile (3.3 g, 50 mmol), and sulphur (1.6 g, 50 mmol) in ethanol (75 mL) at 30 °C. Then, the mixture was stirred for 8 h at this temperature. After completion, the reaction mixture was filtered, and the resulting filtrate was poured into cold water, and allowed to stand for 1 h. Finally, the precipitate was filtered, washed with cold aqueous ethanol (50%), and recrystallized from ethanol to give the desired Gewald product.

References:

Falanji, Farahnaz;Hosseyni-Tabar, Seyed Mahmood;Mahdavi, Behnam;Rezaei-Seresht, Esmail;Rezaei-Seresht, Hasan [Journal of the Iranian Chemical Society,2020,vol. 17,# 4,p. 809 - 815]