8-chlorodibenz[b,f][1,4]oxazepine-10(11H)carboxylic acid, 2-[1-oxo-3-(2-pyridinyl)propyl]hydrazide → 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[1-oxo-3-(2-pyridinyl)propyl]hydrazide, monohydrochloride

HRID 128646

Reaktionsgleichung

Reaktionsgleichung von HRID 128646
[O:1]=[C:2]([NH:11][NH:12][C:13]([N:15]1[CH2:21][C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[O:18][C:17]2[CH:26]=[CH:27][C:28]([Cl:30])=[CH:29][C:16]1=2)=[O:14])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1>C(O)C>[ClH:30].[O:1]=[C:2]([NH:11][NH:12][C:13]([N:15]1[CH2:21][C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[O:18][C:17]2[CH:26]=[CH:27][C:28]([Cl:30])=[CH:29][C:16]1=2)=[O:14])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1

Komponenten

3

Edukt 1

HCID 149759858-chlorodibenz[b,f][1,4]oxazepine-10(11H)carboxylic acid, 2-[1-oxo-3-(2-pyridinyl)propyl]hydrazide

Produkt 1

HCID 452615528-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[1-oxo-3-(2-pyridinyl)propyl]hydrazide, monohydrochlorideAusbeute 153,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2.64 g of 8-chlorodibenz[b,f][1,41oxazepine-10(11H)-carboxylic acid, 2-[1-oxo-3-(2-pyridinyl)propyl]hydrazide (6), prepared as described above in Example 6, was taken up in 25 mL of 3A ethanol and filtered to remove any undissolved material. The solution was cooled in an ice bath with stirring. To this was added dropwise 5.3 mL of 9.5M hydrogen chloride in ethanol. After stirring in the ice bath for 5 minutes, some of the product precipitated. This was poured slowly into 275 mL of stirring diethyl ether (Et2O), and the resulting mixture was stirred for 5 minutes. The resulting solid product was collected by filtration, washed with 20 mL of 3A ethanol, followed by Et2O, and dried under vacuum at 56° C. to yield 2.20 g (76.7%) of a white powder. Analysis calculated for C22H20N4O3Cl2 : C, 57.53; H, 4.39; N, 12.20; C1, 15.44; Found: C, 57.31; H, 4.36; N, 11.98; Cl, 15.11.

Aufarbeitung

  1. filtrationfiltered
  2. customto remove any undissolved material
  3. temperatureThe solution was cooled in an ice bath
  4. additionTo this was added dropwise 5.3 mL of 9.5M hydrogen chloride in ethanol
  5. stirringAfter stirring in the ice bath for 5 minutes
  6. customsome of the product precipitated
  7. additionThis was poured slowly into 275 mL of stirring diethyl ether (Et2O)
  8. stirringthe resulting mixture was stirred for 5 minutes
  9. filtrationThe resulting solid product was collected by filtration
  10. washwashed with 20 mL of 3A ethanol
  11. customdried under vacuum at 56° C.

Quellen und Nachweise

ORD-Eintrag
ord-4e66486246b441c5984be034cde871c9
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464830

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