Hydrochloric Acid → 3-(1H-pyrazol-4-yl)propan-1-amine dihydrochloride

HRID 66392Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 66392
C1(=O)[NH:5]C(=O)C2=CC=CC=C12.[ClH:12].C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H]([N:43]5[CH:48]=[C:47]([C:49]([NH2:51])=O)[CH2:46][CH:45]=[CH:44]5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3O)C=2N=1>>[ClH:12].[ClH:12].[NH2:5][CH2:44][CH2:45][CH2:46][C:47]1[CH:48]=[N:43][NH:51][CH:49]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 6809PhthalimideHCID 439153Nadh

Produkt 1

HCID 227549333-(1H-pyrazol-4-yl)propan-1-amine dihydrochloride

Reaktionsbedingungen

Temperatur
4 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. customphthalic acid removed by filtration
  2. customthe filtrate evaporated to dryness
  3. customto give a product which
  4. customafter recrystallization
  5. additionfrom a mixture of ethanol and ethyl ether
  6. customThis pyrazole compound could be coupled to the activated dextran by reaction of the terminal amino group

Quellen und Nachweise

ORD-Eintrag
ord-2019574de9bf4a3f9f66054b1f3086e5
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04131727

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