1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178489962, Verbindung

HRID 868727

Reaktionsgleichung

Reaktionsgleichung von HRID 868727
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:4]=1[C:5](O)=O.CCN=C=NCCCN(C)C.[NH2:24][NH:25][C:26]([NH2:28])=[S:27]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:4]=1[C:5]1[NH:28][C:26](=[S:27])[NH:25][N:24]=1

Komponenten

5

Edukt 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 5971642-Methoxy-4-methylbenzoic acidHCID 2723789Thiosemicarbazide

Produkt 1

HCID 178489962HCID 178489962, VerbindungAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 2-methoxy-4-methylbenzoic acid (1.81 g, 9.22 mmol) in 9 ml of pyridine was added EDCI (1.9 g, 9.3 mmol) and the suspension was stirred at r.t. for 1 h. Then thiosemicarbazide (800 mg, 8.8 mmol) was added and the reaction was stirred at r.t. for 21 h. The mixture was evaporated to dryness and then diluted with water. The white solid was then filtered, washed with water and suspended in 20 ml 1 M aq. NaHCO3 and then heated at reflux for 2 days. The suspension was filtered hot and the aqueous solution was cooled in ice and acidified to pH 3 with conc. HCl. The solid was filtered and washed with water and dried to give a white powder (47%).

Aufarbeitung

  1. stirringthe reaction was stirred at r.t. for 21 h
  2. customThe mixture was evaporated to dryness
  3. additiondiluted with water
  4. filtrationThe white solid was then filtered
  5. washwashed with water
  6. temperatureheated
  7. temperatureat reflux for 2 days
  8. filtrationThe suspension was filtered hot
  9. temperaturethe aqueous solution was cooled in ice
  10. filtrationThe solid was filtered
  11. washwashed with water
  12. customdried

Quellen und Nachweise

ORD-Eintrag
ord-136a859539cf4929ae240675e5d2c9b3
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08968708B2

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