Triethylenetetramine → HCID 131721984, compound

HRID 1953355Notes

Reaction equation

HRID 1953355 reaction equation
[C:1]([O-:8])(=[O:7])[CH2:2][CH2:3][C:4]([O-:6])=[O:5].C1(=O)OC(=O)C=C1.[NH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][NH:22][CH2:23][CH2:24][NH2:25]>>[C:1]([O-:8])(=[O:7])[CH2:2][CH2:3][C:4]([O-:6])=[O:5].[NH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][NH:22][CH2:23][CH2:24][NH2:25]

Participants

4

Reactant 3

HCID 5565TriethylenetetramineHCID 7923Maleic AnhydrideHCID 160419Succinate

Product 1

HCID 131721984HCID 131721984, compound

Conditions

Temperature
175 °C

Procedure

A 2 liter round-bottomed flange flask was charged with 1000 g (0.624 mol) of a solution of 75% polyisobutene succinate (obtained by reacting the polyisobutene Hyvis® 10, Mw c. 1000, with maleic anhydride) in 25% HAN8572, an aromatic solvent available from Exxon Chemicals. This was heated with stirring to 175° C., following which triethylene tetramine (TETA) (79.4 g, 0.543 mol) was added dropwise using a pressure equalising funnel over 35 minutes. The reaction mixture was then heated at 175° C. for a further four hours. The resulting product was filtered through a 12 mm Celite pad whilst still warm, and analysed. The product was found to be 71.8% pure, with a nitrogen content of 2.75% (theoretical 2.85%).

Workup

  1. customobtained
  2. temperatureThis was heated
  3. additionwas added dropwise
  4. customover 35 minutes
  5. temperatureThe reaction mixture was then heated at 175° C. for a further four hours
  6. filtrationThe resulting product was filtered through a 12 mm Celite pad
  7. temperaturewhilst still warm

Sources & evidence

ORD record
ord-83816b86fe9b41bfb0fe87d7f8d498cb
Source dataset
uspto-grants-2000_09
Patent number
US06117198

Reaction notes

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