Reaktion #77271

Reaktionsgleichung

3-chloro-5-nitro-1,2-benzisothiazole

sodium ethoxide

sodium

hydrochloric acid

ethyl cyanoacetate

→

title product

Ethyl α-cyano-5-nitro-1,2-benzisothiazole-3-acetate

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis cooled with an ice-acetone bath
2. 2
   workup.STIRRINGstirred at room temperature overnight
3. 3
   Temperaturcooled to 0° C.
4. 4
   Filtrationfiltered
5. 5
   Sonstigeto obtain a solid
6. 6
   WaschenThe solid is washed with ethanol
7. 7
   Sonstigeair-dried

Vorschrift

A sodium ethoxide solution (previously prepared from ethanol and sodium (1.00 g, 0.0430 mol)) is cooled with an ice-acetone bath, treated portionwise with ethyl cyanoacetate (4.51 g, 0.0398 mol), stirred at room temperature for 30 minutes, treated with 3-chloro-5-nitro-1,2-benzisothiazole (4.27 g, 0.0199 mol), stirred at room temperature overnight, cooled to 0° C., and treated dropwise with 10% hydrochloric acid (15.0 mL). The resultant mixture is stirred at room temperature for one hour and filtered to obtain a solid. The solid is washed with ethanol and air-dried to give the title product as a yellow solid which is identified by NMR spectral analysis.

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