Ammonia → Hexamethylenediamine

HRID 615269

Reaktionsgleichung

Reaktionsgleichung von HRID 615269
[CH2:1]([CH2:6][CH2:7][NH2:8])[CH2:2][CH2:3][CH2:4][NH2:5].[C:9](=[O:20])([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])N.N>>[CH2:12]([O:11][C:9]([NH:5][CH2:4][CH2:3][CH2:2][CH2:1][CH2:6][CH2:7][NH:8][C:9]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:20])=[O:20])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[CH2:1]([CH2:6][CH2:7][NH2:8])[CH2:2][CH2:3][CH2:4][NH2:5]

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 16240Carbamic acid, octyl esterHCID 16402Hexamethylenediamine

Produkt 2

HCID 16402HexamethylenediamineHCID 147932871,6-Bis(octoxycarbonylamino)hexane

Versuchsvorschrift

Agitated in a reaction vessel are 116 parts of 1,6-hexamethylenediamine with 346 parts of O-octyl carbamate and 2000 parts of n-octanol-(1) at a reflux temperature of 185° C.-195° C. for 16 hours while the ammonia is removed by distillation. The precipitate formed in the reaction mixture, cooled to 100° C.-110° C., is removed by filtration. The reaction product is allowed to crystallize by cooling to room temperature. By means of filtration, washing with n-octanol-(1) and drying, 236 parts of 1,6-bis(octoxycarbonylamino)hexane, C24H48N2O4 (molecular weight 428), are obtained corresponding with 55 percent of theory relative to 1,6-hexamethylenediamine and O-octylcarbamate. The melting point is 106° C.-108° C. (from ethyl acetate).

Aufarbeitung

  1. customat a reflux temperature of 185° C.-195° C.
  2. customfor 16 hours
  3. customis removed by distillation
  4. customThe precipitate formed in the reaction mixture
  5. temperaturecooled to 100° C.-110° C.
  6. customis removed by filtration
  7. customto crystallize
  8. filtrationBy means of filtration
  9. washwashing with n-octanol-(1)
  10. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-3ee20d8c77e14f08acb3376b2b1da1ba
Quelldatensatz
uspto-grants-1985_02
Patentnummer
US04497963

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