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3'-acetyl-1-benzyl-2'-hydroxy-1H-tetrazole-5-carboxanilide → HCID 178436404, Verbindung

HRID 325719
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 325719
[C:1]([C:4]1[C:5]([OH:25])=[C:6]([CH:22]=[CH:23][CH:24]=1)[NH:7][C:8]([C:10]1[N:14](CC2C=CC=CC=2)[N:13]=[N:12][N:11]=1)=[O:9])(=O)[CH3:2]>C(O)(=O)C.[Pd]>[CH2:1]([C:4]1[C:5]([OH:25])=[C:6]([CH:22]=[CH:23][CH:24]=1)[NH:7][C:8]([C:10]1[NH:14][N:13]=[N:12][N:11]=1)=[O:9])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 1360663373'-acetyl-1-benzyl-2'-hydroxy-1H-tetrazole-5-carboxanilide

Produkt 1

HCID 178436404HCID 178436404, VerbindungAusbeute 16,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 3'-acetyl-1-benzyl-2'-hydroxy-1H-tetrazole-5-carboxanilide (2.6 g) in glacial acetic acid (100 ml) was hydrogenated at 52° C. and 4.1 kg/cm2 for 6 hours, using a catalyst of palladium on charcoal (5% w/w). The mixture was filtered and the filtrate was evaporated in vacuo to give a solid residue, which was recrystallised by dissolving in hot dimethylformamide (7 ml) and slowly adding a large volume of water (100 ml). The colourless solid which crystallised out was collected and discarded as an unwanted by-product. The mother liquor was evaporated under diminished pressure, and the resulting residue was recrystallised from a small volume of aqueous dimethylformamide to give 3'-ethyl-2'-hydroxytetrazole-5-carboxanilide (0.3 g) in the form of pale cream crystals, m.p. 185°-187° C.

Aufarbeitung

  1. customwas hydrogenated at 52° C.
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated in vacuo
  4. customto give a solid residue, which
  5. customwas recrystallised
  6. dissolutionby dissolving in hot dimethylformamide (7 ml)
  7. additionslowly adding a large volume of water (100 ml)
  8. customThe colourless solid which crystallised out
  9. customwas collected
  10. customThe mother liquor was evaporated under diminished pressure
  11. customthe resulting residue was recrystallised from a small volume of aqueous dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-d2bfb87fa9df4218a0876a0af4798499
Quelldatensatz
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04442115

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