Water → HCID 68902508, Verbindung

HRID 1425647

Reaktionsgleichung

Reaktionsgleichung von HRID 1425647
[CH:1]1[C:6](/[CH:7]=[CH:8]/[C:9]([OH:11])=O)=[CH:5][CH:4]=[C:3]([Cl:12])[CH:2]=1.[NH2:13][C:14]1[CH:19]=[CH:18][N:17]([CH2:20][CH:21]([O:25][CH2:26][CH3:27])[O:22][CH2:23][CH3:24])[C:16](=[O:28])[N:15]=1.Cl.C(N=C=NCCCN(C)C)C.O>CN(C)C=O>[Cl:12][C:3]1[CH:2]=[CH:1][C:6](/[CH:7]=[CH:8]/[C:9]([NH:13][C:14]2[CH:19]=[CH:18][N:17]([CH2:20][CH:21]([O:22][CH2:23][CH3:24])[O:25][CH2:26][CH3:27])[C:16](=[O:28])[N:15]=2)=[O:11])=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6377974-Chlorocinnamic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68900639HCID 68900639, Verbindung

Produkt 1

HCID 68902508HCID 68902508, VerbindungAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

P-chloro cinnamic acid (1.84 g, 10 mM), 4-amino-1-(2,2-diethoxyethyl)-1H-pyrimidin-2-one (b, 3.00 g, 15 mM), 1-hydroxybenztriazolemonohydrate (2.30 g, 15 mM) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (2.90 g, 15 mM) were suspended in N,N-dimethylformamide (20 mL) and stirred at 70° C. for 5 hours. After the reaction mixture was cooled to room temperature, water (20 mL) was added and stirred at room temperature. The crystal precipitated from the reaction mixture was filtered to afford 2.48 g of the desired compound (E)-3-(4-chlorophenyl)-N-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide (c) (yield 68%, colorless crystal).

Aufarbeitung

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. stirringstirred at room temperature
  3. customThe crystal precipitated from the reaction mixture
  4. filtrationwas filtered

Quellen und Nachweise

ORD-Eintrag
ord-6d667ba75eab499d8601ca4de029d744
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08933012B2

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