Thiophosgene → 3-(4-tert-butylphenyl)-5,5-dimethyl-1-[(2-thioxo-2H-[1,2,4]oxadiazolo[2,3-a]pyridin-7-yl)methyl]imidazolidine-2,4-dione

HRID 546585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 546585
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15](=[O:16])[C:14]([CH3:18])([CH3:17])[N:13]([CH2:19][C:20]3[CH:25]=[CH:24][N+:23]([O-:26])=[C:22]([NH:27][C:28](=O)C)[CH:21]=3)[C:12]2=[O:31])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])O.[Na+].C(Cl)(Cl)=[S:38]>C(O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:15](=[O:16])[C:14]([CH3:18])([CH3:17])[N:13]([CH2:19][C:20]3[CH:25]=[CH:24][N:23]4[O:26][C:28](=[S:38])[N:27]=[C:22]4[CH:21]=3)[C:12]2=[O:31])=[CH:9][CH:10]=1)([CH3:2])([CH3:4])[CH3:3]

Komponenten

5

Edukt 3

HCID 10040ThiophosgeneHCID 516892Sodium BicarbonateHCID 178474239HCID 178474239, Verbindung

Produkt 1

HCID 576259753-(4-tert-butylphenyl)-5,5-dimethyl-1-[(2-thioxo-2H-[1,2,4]oxadiazolo[2,3-a]pyridin-7-yl)methyl]imidazolidine-2,4-dioneAusbeute 91,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 240 mg of N-(4-{[3-(4-tert-butylphenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl]methyl}-1-oxidopyridin-2-yl)acetamide obtained in stage a) below in 6 mL of ethanol are added 109 mg of sodium hydrogen carbonate and 75 mg of thiocarbonyl dichloride. After stirring for 2 hours 30 minutes, the solid in suspension is filtered off, washed with ethanol and dried. 220 mg of 3-(4-tert-butylphenyl)-5,5-dimethyl-1-[(2-thioxo-2H-[1,2,4]oxadiazolo[2,3-a]pyridin-7-yl)methyl]imidazol-idine-2,4-dione are obtained in the form of a beige-coloured powder, the characteristics of which are as follows:

Aufarbeitung

  1. filtrationthe solid in suspension is filtered off
  2. washwashed with ethanol
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2b8ad6e76caf4d62a9191bb4d76910ea
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935819B2

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