1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 10664709, Verbindung

HRID 984459

Reaktionsgleichung

Reaktionsgleichung von HRID 984459
[Cl:1][C:2]1[CH:12]=[CH:11][C:5](/[CH:6]=[CH:7]/[C:8]([OH:10])=O)=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[C:16]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)(=[O:18])[CH3:17].CCN=C=NCCCN(C)C>CN(C=O)C>[Cl:1][C:2]1[CH:12]=[CH:11][C:5](/[CH:6]=[CH:7]/[C:8]([N:22]2[CH2:23][CH2:24][N:19]([C:16](=[O:18])[CH3:17])[CH2:20][CH2:21]2)=[O:10])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14]

Komponenten

5

Edukt 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 837951-AcetylpiperazineHCID 6881084-Chloro-3-nitrocinnamic Acid

Produkt 1

HCID 10664709HCID 10664709, VerbindungAusbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of trans-4-chloro-3-nitrocinnamic acid (1.50 g, 6.59 mmol) and 1-acetylpiperazine (0.89 g, 6.94 mmol) in 20 mL of DMF at room temperature was added EDAC (1.4 g, 7.30 mmol). The mixture was then stirred at room temperature for 2 hours. TLC indicated the complete consumption of the acid. Water was then added to quench the reaction and to precipitate out the product. Cinnamide was then collected through filtration and washed with cold water. The light yellow product was dried in vacuum oven overnight at 40° C. to give 2.04 g (6.03 mmol, 91.6%) of the title compound.

Aufarbeitung

  1. customthe complete consumption of the acid
  2. additionWater was then added
  3. customto quench
  4. customthe reaction
  5. customto precipitate out the product
  6. filtrationCinnamide was then collected through filtration
  7. washwashed with cold water
  8. customThe light yellow product was dried in vacuum oven overnight at 40° C.

Quellen und Nachweise

ORD-Eintrag
ord-19fd535c4cda4ea8af4340820ac26a45
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06867203B2

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