Ethylene Glycol → 6-[[4-(5-carboxypentylcarbamoyl)benzoyl]amino]hexanoic Acid

HRID 1486028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1486028
[C:1]([O:15]CCO)(=O)[C:2]1[CH:13]=[CH:12][C:5]([C:6]([O:8]CCO)=O)=[CH:4][CH:3]=1.[Na+].[NH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O-:28])=[O:27].[CH2:29]([OH:32])[CH2:30]O.S(=O)(=O)(O)O.[OH2:38]>>[C:26]([CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][NH:20][C:6](=[O:8])[C:5]1[CH:4]=[CH:3][C:2]([C:1]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:30][C:29]([OH:32])=[O:38])=[O:15])=[CH:13][CH:12]=1)([OH:28])=[O:27]

Komponenten

6

Edukt 5

HCID 174Ethylene GlycolHCID 962WaterHCID 1118Sulfuric AcidHCID 13739Bis(2-hydroxyethyl) terephthalateHCID 23663648hexanoic acid, 6-amino-, monosodium salt

Produkt 1

HCID 51598346-[[4-(5-carboxypentylcarbamoyl)benzoyl]amino]hexanoic Acid

Reaktionsbedingungen

Temperatur
87.5 °C

Versuchsvorschrift

3.84 g (0.005 mole) of bis-hydroxylethyl terephthalate (BHET), 2.32 g (0.015 mole) of dried 6-aminohexanoic acid sodium salt, and 20 ml of ethylene glycol (EG) were put into a reaction bottle. The reaction bottle was heated at 85-90° C. for 14 hours in the presence of nitrogen gas, and then cooled to room temperature and 20 ml of distilled water was added into it. After the solid reactant was dissolved, sulfuric acid aqueous solution (0.1M) was added dropwise slowly into the reaction bottle until the pH value of the solution was 6. Next, after the reaction bottle was set aside at room temperature for 20 hours, a solid precipitate was observed and collected to a glass bottle. Then, the solid precipitate was washed with 3 times weight of distilled water and filtered, and repeated 4 times these washing and filteration steps. Next, the washed solid was dried in an oven at 80° C., obtaining a N,N′-bis(carboxypentyl)terephthalamide (BCTM). The above-mentioned reaction is represented as:

Aufarbeitung

  1. temperaturecooled to room temperature
  2. dissolutionAfter the solid reactant was dissolved
  3. customcollected to a glass bottle
  4. washThen, the solid precipitate was washed with 3 times weight of distilled water
  5. filtrationfiltered
  6. customNext, the washed solid was dried in an oven at 80° C.

Quellen und Nachweise

ORD-Eintrag
ord-05760cd292b2415885dcf5e98f276ce7
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09422398B2

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