反応 #94670

反応方程式

NAD

phthalimide

hydrochloric acid

→

4-(3-aminopropyl)-pyrazole dihydrochloride

反応条件

後処理

1. 1
   その他phthalic acid removed by filtration
2. 2
   その他the filtrate evaporated to dryness
3. 3
   その他to give a product which
4. 4
   その他after recrystallization
5. 5
   workup.ADDITIONfrom a mixture of ethanol and ethyl ether
6. 6
   その他This pyrazole compound could be coupled to the activated dextran by reaction of the terminal amino group

実験手順

This phthalimide intermediate (8.0 gram, 0.03 mole) was refluxed in 100 ml. of 6 normal hydrochloric acid overnight. The clear solution was cooled to 4° C., phthalic acid removed by filtration, and the filtrate evaporated to dryness to give a product which, after recrystallization from a mixture of ethanol and ethyl ether, amounted to 4.4 grams of a white solid identified as 4-(3-aminopropyl)-pyrazole dihydrochloride, melting point 189°-190° C. This pyrazole compound could be coupled to the activated dextran by reaction of the terminal amino group, but the resulting affinity resin, in which the coupling arm had a length of only 6 Angstrom units, had poor binding capacity for the binary complex of alcohol dehydrogenase and NAD.

出典