Thionyl Chloride → (2S,4S)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carbonyl chloride

HRID 373503

Reaktionsgleichung

Reaktionsgleichung von HRID 373503
S(Cl)([Cl:3])=O.[F:5][C:6]1[CH:7]=[C:8]2[C@:15]3([C:19](=[O:20])[NH:18][C:17](=[O:21])[NH:16]3)[CH2:14][C@@H:13]([C:22]([OH:24])=O)[O:12][C:9]2=[CH:10][CH:11]=1>>[F:5][C:6]1[CH:7]=[C:8]2[C@:15]3([C:19](=[O:20])[NH:18][C:17](=[O:21])[NH:16]3)[CH2:14][C@@H:13]([C:22]([Cl:3])=[O:24])[O:12][C:9]2=[CH:10][CH:11]=1

Komponenten

3

Edukt 2

HCID 24386Thionyl ChlorideHCID 9838583(2S,4S)-6-Fluoro-2,3-dihydro-2',5'-dioxospiro(4H-1-benzopyran-4,4'-imidazolidine)-2-carboxylic acid

Produkt 1

HCID 57210646(2S,4S)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carbonyl chlorideAusbeute 100 %

Versuchsvorschrift

To thionyl chloride (400 ml, 5.11 mol) was added (2S,4S)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carboxylic acid (20.0 g, 67.1 mmol). After refluxing the mixture for 18 hours, the resulting reaction mixture was dried in vacuo to dryness to give the desired compound (20.0 g, 100%).

Aufarbeitung

  1. temperatureAfter refluxing the mixture for 18 hours
  2. customthe resulting reaction mixture
  3. customwas dried in vacuo to dryness

Quellen und Nachweise

ORD-Eintrag
ord-ec34fe252f0d41e0a8734a7c725b0b7a
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05164391

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