HCID 12287603, Verbindung → 4,5-dihydro-4-(4-chlorophenyl)-2-(isopropyl)-3H-1,3,4-benzotriazepine hydrochloride

HRID 1979684Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1979684
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][N:9]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[NH2:10].[C:18](OCC)(OCC)(OCC)[CH:19]([CH3:21])[CH3:20]>C(#N)C.Cl.CCOCC>[ClH:17].[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([N:9]2[CH2:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[N:1]=[C:18]([CH:19]([CH3:21])[CH3:20])[NH:10]2)=[CH:12][CH:13]=1

Komponenten

6

Edukt 2

HCID 12287603HCID 12287603, VerbindungHCID 133765451-[(2-Aminophenyl)methyl]-1-(4-chlorophenyl)hydrazine

Produkt 1

HCID 133765634,5-dihydro-4-(4-chlorophenyl)-2-(isopropyl)-3H-1,3,4-benzotriazepine hydrochlorideAusbeute 122,8 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a mixture of 3 g (0.012 m) of 1-[(2-aminophenyl)methyl]-1-(4-chlorophenyl)hydrazine of Example 12b and 3.56 g (0.024 m) of triethyl orthoisobutyrate in 50 ml of acetonitrile, sufficient ethereal HCl was added to make the mixture acidic. The mixture was refluxed overnight (about 16 hours), cooled and the product filtered off as the hydrochloride salt. Recrystallization by suspending the product in ethanol, adding sufficient methanol to afford a solution and diluting with anhydrous ether gave 2.5 g (62%) of 4,5-dihydro-4-(4-chlorophenyl)-2-(isopropyl)-3H-1,3,4-benzotriazepine hydrochloride, m.p. 255°-258° C.

Aufarbeitung

  1. additionwas added
  2. temperatureThe mixture was refluxed overnight (about 16 hours)
  3. temperaturecooled
  4. filtrationthe product filtered off as the hydrochloride salt
  5. customRecrystallization
  6. additionadding sufficient methanol
  7. customto afford a solution

Quellen und Nachweise

ORD-Eintrag
ord-f0dc7745488f472ca6124f5e1482a064
Quelldatensatz
uspto-grants-1984_11
Patentnummer
US04482547

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