Dichloromethane → 1-Phenylimidazolidine-2-thione

HRID 84396

Reaktionsgleichung

Reaktionsgleichung von HRID 84396
[C:1](N1C=CN=C1)(N1C=CN=C1)=[S:2].[C:13]1([NH:19][CH2:20][CH2:21][NH2:22])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(Cl)Cl>C1COCC1>[C:13]1([N:19]2[CH2:20][CH2:21][NH:22][C:1]2=[S:2])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 742701,2-Ethanediamine, N1-phenyl-HCID 802641,1'-Thiocarbonyldiimidazole

Produkt 1

HCID 122691081-Phenylimidazolidine-2-thioneAusbeute 35,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1,1′-Thiocarbonyldiimidazole (4.51 g, 25.3 mmol) was added to a solution of N-phenylethylenediamine (3 mL, 23.02 mmol) in THF (230 mL) and the mixture was stirred for 2 h at room temperature. DCM was added and the solution was washed with 1N HCl, dried over anhydrous sodium sulfate and concentrated under reduced pressure affording title compound 301 (1.45 g, 8.13 mmol, 35.3% yield). m/z: 179.1 (M+H)+

Aufarbeitung

  1. washthe solution was washed with 1N HCl
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-092dbad1ebed4eb6801116afed0aba82
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846927B2

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