Ammonia → 1,6-Bis(octoxycarbonylamino)hexane

反応式

[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]

参加物

反応物 5

HCID 222Ammonia

HCID 9571-Octanol

HCID 16240Carbamic acid, octyl ester

HCID 16402Hexamethylenediamine

HCID 23689331Sodium octylate

生成物 1

HCID 147932871,6-Bis(octoxycarbonylamino)hexane

実験手順

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.