Reaktion #95979

Reaktionsgleichung

ethyl azidoacetate

cyanogen chloride

→

ethyl 5-chloro-1H-tetrazol-1-ylacetate

Ausbeute 78.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 130 g
2. 2
   TemperaturAfter the reaction mixture had cooled
3. 3
   Filtrationthe solution was filtered
4. 4
   Sonstigeevaporated in vacuo
5. 5
   Sonstigeyielding a yellow crystalline mass of product
6. 6
   SonstigeThe yellow crystals were recrystallized from aqueous ethyl alcohol
7. 7
   Sonstigegave 149 g

Vorschrift

A mixture of 130 g. (1 mole) of ethyl azidoacetate prepared as described in part A and 96 g. (1.56 mole) of cyanogen chloride was heated at a temperature of 125° C. for 20 hours. After the reaction mixture had cooled, the reaction product mixture was dissolved in ethyl acetate, and the solution was filtered and evaporated in vacuo yielding a yellow crystalline mass of product. The yellow crystals were recrystallized from aqueous ethyl alcohol and gave 149 g. (78% yield) of ethyl 5-chloro-1H-tetrazol-1-ylacetate as pale yellow crystals melting at about 57°-60° C.

Quelle