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3-Diazo-2,3-dihydro-1H-indole-2-one synthesis

9synthesis methods
-

Yield:3265-29-0 96%

Reaction Conditions:

with sodium hydroxide in water at 50; for 3 h;

Steps:

2. step:

General procedure: The corresponding isatin p-tosylhydrazone (n; mmol) was suspended in water (10 mL per each1 mmol of p-tosylhydrazone) and 10% aqueous NaOH (4.5 mmol per each 1 mmol oftosylhyrazone; 4.5 equiv) was added in one portion. The suspension was stirred at 50 °C untildissolution of all solid material accompanied by a change of the solution color to orange (theating).Then, the reaction mixture was cooled and extracted with EtOAc (4 × 75 mL). The combinedorganic layers were washed with water (50 mL), dried with anhydrous Na2SO4, and evaporated.Yields and 1H NMR data are given below.

References:

Marek, Luká?;Kolman, Luká?;Váňa, Ji?í;Svoboda, Jan;Hanusek, Ji?í [Beilstein Journal of Organic Chemistry,2021,vol. 17,p. 527 - 539] Location in patent:supporting information