反応 #336843

反応方程式

hydrochloric acid

sodium hydroxide

diethyl oxalacetate sodium salt

4-Chlorobenzenecarboximidamide monohydrochloride

→

title compound

収率 45.0%

2-(4-chlorophenyl)-1,6-dihydro-6-oxo-4-pyrimidinecarboxylic acid

収率 45.0%

溶媒

water

反応条件

後処理

1. 1
   workup.DISSOLUTIONAfter 1 h the solids had dissolved
2. 2
   workup.ADDITIONwas slowly added (causing foaming) until the pH
3. 3
   その他The solid was isolated by filtration
4. 4
   洗浄washed with water and methanol
5. 5
   その他The solid was then triturated twice with hot methanol
6. 6
   洗浄washed repeatedly with 1 N hydrochloric acid
7. 7
   乾燥once with methanol and dried

実験手順

To a mixture of diethyl oxalacetate sodium salt (123.2 g, 586 mmol) in water (750 mL) was slowly added aqueous sodium hydroxide (50%, 47 g, 586 mmol). After 1 h the solids had dissolved. 4-Chlorobenzenecarboximidamide monohydrochloride (111.95 g, 586 mmol) was then added, and the mixture was heated at 70° C. overnight. After cooling to room temperature concentrated hydrochloric acid was slowly added (causing foaming) until the pH was lowered to 1.5. The solid was isolated by filtration and washed with water and methanol. The solid was then triturated twice with hot methanol, washed repeatedly with 1 N hydrochloric acid, then once with methanol and dried to afford the title compound (66.07 g).

出典