Hydrochloric Acid → 2-Methyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride

HRID 131313

Reaktionsgleichung

Reaktionsgleichung von HRID 131313
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-])=O)=[C:6]([CH:9]=1)[C:7]#[N:8].O.O.[Sn](Cl)[Cl:23].Cl>C(O)C>[ClH:23].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:17]=[C:7]([NH2:8])[C:6]=2[CH:9]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 210935375-Methyl-2-(2-nitro-phenylamino)-benzonitrile

Produkt 1

HCID 210935072-Methyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochlorideAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Combine 5-methyl-2-(2-nitro-phenylamino)-benzonitrile (4.03 g, 15.91 mmol), tin(II) chloride dihydrate (10.77 g, 47.74 mmol), 5N HCl (65 ml), and ethanol (40.0 ml) and stir the mixture at reflux. After 7 hours, cool to ambient temperature and chill in the refrigerator overnight. Remove the resulting precipitate by vacuum filtration and place the precipitate in ethanol (100.0 ml) and 5N HCl (20.0 ml) and heat at reflux for 19 hours. Cool the reaction mixture to ambient temperature and chill in the refrigerator. Filter off the resulting precipitate by vacuum filtration and dry it in a vacuum oven to give 2.59 g (63%) of an orange solid: mass spectrum (ion spray): m/z=224.0 (M+1).

Aufarbeitung

  1. temperatureat reflux
  2. temperaturechill in the refrigerator overnight
  3. customRemove the resulting precipitate
  4. filtrationby vacuum filtration and place the precipitate in ethanol (100.0 ml)
  5. temperature5N HCl (20.0 ml) and heat
  6. temperatureat reflux for 19 hours
  7. temperatureCool the reaction mixture to ambient temperature
  8. temperaturechill in the refrigerator
  9. filtrationFilter off the resulting precipitate
  10. filtrationby vacuum filtration
  11. customdry it in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-fe8387ace88d451a8ad3c8ff0bc7c892
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384934B2

Verknüpfte Notizen

Wird geladen…