Hexamethylenediamine → HCID 67740910, compound

HRID 364152Notes

Reaction equation

HRID 364152 reaction equation
[CH2:1]([CH2:4][C:5]12[CH2:11][CH:8]([CH:9]=[CH:10]1)[CH:7]1[C:12](O[C:15](=[O:16])[CH:6]21)=[O:13])[CH:2]=[CH2:3].[NH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH2:24]>>[CH2:1]([CH2:4][C:5]12[CH2:11][CH:8]([CH:9]=[CH:10]1)[CH:7]1[C:12](=[O:13])[N:17]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]3[C:12](=[O:13])[CH:7]4[CH:6]([C:5]5([CH2:4][CH2:1][CH:2]=[CH2:3])[CH2:11][CH:8]4[CH:9]=[CH:10]5)[C:15]3=[O:16])[C:15](=[O:16])[CH:6]21)[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 16402HexamethylenediamineHCID 53956536HCID 53956536, compound

Product 1

HCID 67740910HCID 67740910, compound

Conditions

Temperature
130 °C

Procedure

300 g of allylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride are taken and heated to 130° C., and 79.9 g of melted hexamethylene diamine are added dropwise, with stirring. Water is removed by distillation, the temperature is raised to 180° C. and the pressure is reduced to 53 Pa. 180° C. and 53 Pa are maintained for 15 minutes. This gives 345 g (97% of theory) of a brown, viscous resin having a viscosity of 1.356 Pa.s at 80° C.

Workup

  1. customWater is removed by distillation
  2. temperaturethe temperature is raised to 180° C.
  3. temperature180° C. and 53 Pa are maintained for 15 minutes
  4. customat 80° C.

Sources & evidence

ORD record
ord-57f95205742e47b6b0325573bd6e0ab4
Source dataset
uspto-grants-1986_08
Patent number
US04604437

Reaction notes

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