Calcium Carbonate → HCID 21502243, compound

Participants

Reaction Conditions

Reaction Steps

7-Amino-8-chloroisoquinoline (0.05 mole) in dilute aqueous sulfuric acid at 3° C. is treated with sodium nitrite (0.05 mole). After 30 minutes, the reaction mixture is tested for nitrous acid with starch/iodide paper as described in Example 15. When a positive reaction is obtained, the mixture is neutralized with aqueous calcium carbonate solution and added with stirring to a hot solution (50° C.) of 50 g. of sodium nitrite, 5 g. of cupric sulfate pentahydrate and 50 ml. of water containing 3 g. of cuprous oxide in suspension. The reaction mixture is heated to 70° C. for 10 minutes and then extracted with ether. The extract is evaporated to give 8-chloro-7-nitroisoquinoline. The product is purified by chromatography on silica gel, eluting with ether followed by recrystallization from methanol.

Provenance & Evidence