1,1'-Carbonyldiimidazole → (NZ)-N-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]imidazole-1-carboxamide

HRID 390698

Reaktionsgleichung

Reaktionsgleichung von HRID 390698
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][S:10]/[C:9]/2=[N:13]\[H])=[CH:4][CH:3]=1.[C:15](N1C=CN=C1)([N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1)=[O:16]>O1CCCC1.ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][S:10]/[C:9]/2=[N:13]\[C:15]([N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[O:16])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 178506456HCID 178506456, Verbindung

Produkt 1

HCID 87449094(NZ)-N-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]imidazole-1-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(2Z)-3-(4-Chlorophenyl)-1,3-thiazolidin-2-imine (233 mg, 1.095 mmol, Example 24A) and carbonyldiimidazole (195 mg, 1.205 mmol) in dry tetrahydrofuran were heated at 65° C. After 14 hours the reaction mixture cooled down, diluted with 75 mL of dichloromethane, and washed successively with sodium bicarbonate (50 mL) water and brine (50 mL), dried over magnesium sulfate and concentrated under reduced pressure to give the title compound.

Aufarbeitung

  1. temperatureAfter 14 hours the reaction mixture cooled down
  2. washwashed successively with sodium bicarbonate (50 mL) water and brine (50 mL)
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-261ba4af212b4acca6e31cb6a1bd37a4
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383657B2

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