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ChemicalBook CAS DataBase List 4,5,6,7-TETRAHYDRO-1H-INDAZOLE-3-CARBOHYDRAZIDE

4,5,6,7-TETRAHYDRO-1H-INDAZOLE-3-CARBOHYDRAZIDE synthesis

3synthesis methods
-

Yield:90434-92-7 64%

Reaction Conditions:

with hydrazine in ethanol; for 24 h;Reflux;

Steps:

1 General Procedure for the Synthesis of SRF and its analogs

General procedure: The general synthetic route for SRF derivatives is depicted in Scheme 4. The esters 3 were prepared in two steps from commercially available cyclohexanone, cyclopentanone and cycloheptanone, respectively. Ester 3 was reacted with excess hydrazine in reflux ethanol to afford hydrazide 4 in good yield. Analogs of SRF 5 were obtained by the treatment of hydrazide 4 with substituted benzaldehydes or heterocyclic aldehydes. Ester 3 (970 mg, 5 mmol) and hydrazine (1.34 g, 35 mmol) in ethanol (10 mL) was next heated to reflux for 1 day. At the end of this period, ethanol was evaporated and the precipitate collected by filtration, washed with ethyl acetate and water to give hydrazide 4 as a white solid (580 mg, 64 %)

References:

WO2013/162469,2013,A1 Location in patent:Paragraph 00220; 00221