反応 #4258

反応方程式

dicyclohexylcarbodiimide

1-(3-carboxyphenyl)-5-mercaptotetrazole

4-(2-formylhydrazino)aniline

→

desired compound

収率 25.4%

5-Mercapto-1-{3-[4-(2-Formylhydrazino)Phenylcarbamoyl]Phenyl}Tetrazole

収率 25.4%

溶媒

dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   その他The precipitated dicyclohexylurea was separated by filtration
3. 3
   workup.ADDITIONthe filtrate was added to 500 ml of ice-water
4. 4
   workup.STIRRINGwhile stirring
5. 5
   ろ過The thus precipitated crystals were filtered
6. 6
   洗浄washed with water
7. 7
   workup.ADDITIONdispersed in 100 ml of hot methanol
8. 8
   温度to cool to room temperature
9. 9
   ろ過filtered
10. 10
    洗浄The filtrate was washed with methanol

実験手順

In 50 ml of dimethylformamide were dissolved 11.1 g of 1-(3-carboxyphenyl)-5-mercaptotetrazole and 7.6 g of 4-(2-formylhydrazino)aniline, and a solution of 10.3 g of dicyclohexylcarbodiimide in 10 ml of dimethylformamide was added dropwise to the solution at 0° C. in a nitrogeneous atmosphere over about 30 minutes. After the addition, the mixture was stirred at room temperature for 3 hours. The precipitated dicyclohexylurea was separated by filtration, and the filtrate was added to 500 ml of ice-water while stirring. The thus precipitated crystals were filtered, washed with water and dispersed in 100 ml of hot methanol. The dispersion was allowed to cool to room temperature and filtered. The filtrate was washed with methanol to obtain 4.5 g of the desired compound. Melting point: 202° C. (with decomposition).

出典