Ammonia → 1,6-Bis(octoxycarbonylamino)hexane

HRID 615270

Reaktionsgleichung

Reaktionsgleichung von HRID 615270
[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.[CH3:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][O-:29].[Na+].N.[CH2:32]([OH:40])CCCCCCC>>[CH2:12]([O:11][C:9]([NH:5][CH2:4][CH2:3][CH2:2][CH2:1][CH2:6][CH2:7][NH:8][C:32]([O:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH3:21])=[O:40])=[O:20])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Komponenten

6

Edukt 5

HCID 222AmmoniaHCID 9571-OctanolHCID 16240Carbamic acid, octyl esterHCID 16402HexamethylenediamineHCID 23689331Sodium octylate

Produkt 1

HCID 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, 3 parts sodium octylate and 1500 parts of n-octanol at a reflux temperature of 185° C.-195° C. for 12 hours while the ammonia is removed by distillation. The resulting precipitate is removed from the reaction mixture by means of filtration after cooling to 100° C.-110° C. The reaction is allowed to crystallize by cooling to room temperature. By means of filtration, washing with n-octanol and drying, 242 parts of 1,6-bis(octoxycarbonylamino)hexane is obtained corresponding with 56.5 percent of theory. The melting point is 106° C.-107° C.

Aufarbeitung

  1. customat a reflux temperature of 185° C.-195° C.
  2. customfor 12 hours
  3. customis removed by distillation
  4. customThe resulting precipitate is removed from the reaction mixture by means of filtration
  5. temperatureafter cooling to 100° C.-110° C
  6. customto crystallize
  7. filtrationBy means of filtration
  8. washwashing with n-octanol
  9. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-5853c82db56b4b1da74585d6ae97fdfc
Quelldatensatz
uspto-grants-1985_02
Patentnummer
US04497963

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