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Water → 3,6-Bis(carboxymethyl)-9-(10-carbethoxydecylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid

HRID 412990
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 412990
[O:1]=[C:2]1[CH2:7][N:6]([CH2:8][CH2:9][N:10]([CH2:21][C:22]([OH:24])=[O:23])[CH2:11][CH2:12][N:13]2[CH2:18][C:17](=[O:19])[O:16][C:15](=[O:20])[CH2:14]2)[CH2:5][C:4](=[O:25])[O:3]1.[OH2:26].C(N(CC)CC)C.[CH2:34]([O:36][C:37](=[O:49])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][NH2:48])[CH3:35]>CN(C)C=O>[C:15]([CH2:14][N:13]([CH2:12][CH2:11][N:10]([CH2:21][C:22]([OH:24])=[O:23])[CH2:9][CH2:8][N:6]([CH2:7][C:2](=[O:1])[NH:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][C:37]([O:36][CH2:34][CH3:35])=[O:49])[CH2:5][C:4]([OH:3])=[O:25])[CH2:18][C:17]([OH:16])=[O:19])([OH:20])=[O:26]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 100825DTPA dianhydrideHCID 13192100Ethyl 11-aminoundecanoate

Produkt 1

HCID 102109193,6-Bis(carboxymethyl)-9-(10-carbethoxydecylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

17.85 g (50 mmol) of 1.5-bis(2,6-dioxomorpholino)-3-carboxymethyl-3-azapentane is stirred in 200 ml of dimethylformamide and mixed with 9 ml (50 mmol) of water. The solution is heated for 3 hours to 70° C., cooled off to 0° C. and 36.07 ml (260 mmol) of triethylamine and 10.8 g (50 mmol) of 11-aminoundecanoic acid ethyl ester are added. After stirring overnight at room temperature, the solution is evaporated to dryness in a vacuum. The residue is taken up in 100 ml of water and the solution is mixed by drops with concentrated hydrochloric acid until permanent cloudiness. After stirring overnight in the ice bath, the finely crystalline precipitate is suctioned off, washed with water and dried in a vacuum at 50° C. 14.9 g (65% of theory) of the title compound is obtained as a white powder with melting point 155-157° C.

Aufarbeitung

  1. temperatureThe solution is heated for 3 hours to 70° C.
  2. customthe solution is evaporated to dryness in a vacuum
  3. additionthe solution is mixed by drops with concentrated hydrochloric acid until permanent cloudiness
  4. stirringAfter stirring overnight in the ice bath
  5. washwashed with water
  6. customdried in a vacuum at 50° C

Quellen und Nachweise

ORD-Eintrag
ord-a595cd5bdf54430e8c1443416e011d35
Quelldatensatz
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06565830B1

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