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

HRID 1350506Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1350506
[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). Stir the mixture at reflux for 7 hours then cool it to ambient temperature and chill it in the refrigerator overnight. Remove the resulting precipitate by vacuum filtration. 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 then chill it 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 for 7 hours
  2. temperaturechill it in the refrigerator overnight
  3. customRemove the resulting precipitate
  4. filtrationby vacuum filtration
  5. temperature5N HCl (20.0 ml) and heat
  6. temperatureat reflux for 19 hours
  7. temperatureCool the reaction mixture to ambient temperature
  8. temperaturethen chill it 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-5c79cb80fdc24382a154511ec0661177
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214673B2

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