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ChemicalBook CAS DataBase List ETHYL 2-AMINO-4-METHYLTHIOPHENE-3-CARBOXYLATE
43088-42-2

ETHYL 2-AMINO-4-METHYLTHIOPHENE-3-CARBOXYLATE synthesis

2synthesis methods
-

Yield:43088-42-2 76%

Reaction Conditions:

with morpholine;sulfur in ethanol at 90;Gewald reaction;

Steps:

Typical procedure for the synthesis of ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate1a (2a):
General procedure: A mixture of cyclohexanone (1.06 mL, 10 mmol), ethyl cyanoacetate (1.15 mL, 10 mmol), morpholine (0.90 mL, 10 mmol), sulphur (0.32 g, 10 mmol) in ethanol (10 mL) was stirred and refluxed for overnight. After completion of the reaction, the reaction mixture was cooled to room temperature and the solvent was removed under vacuum. The crude solid was washed with cold ethanol and filtered though sintered funnel, dried under vacuum. The crude product was dissolved in dichloromethane and washed with brine. The organic layer was collected and concentrated under low vacuum to give the compound 2a; yield: 73% (1.83 g);

References:

Nakhi, Ali;Adepu, Raju;Rambabu;Kishore, Ravada;Vanaja;Kalle, Arunasree M.;Pal, Manojit [Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,# 13,p. 4418 - 4427] Location in patent:supporting information; experimental part

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