2-Bromopropanoyl chloride → HCID 14750700, Verbindung

HRID 359867

Reaktionsgleichung

Reaktionsgleichung von HRID 359867
[C:1]1([C:7]2([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[NH:11][C:10](=[O:12])[N:9]([CH2:13][OH:14])[C:8]2=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:22][CH:23]([CH3:27])[C:24](Cl)=[O:25]>C(OCC)C>[Br:22][CH:23]([CH3:27])[C:24]([O:14][CH2:13][N:9]1[C:8](=[O:15])[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:11][C:10]1=[O:12])=[O:25]

Komponenten

4

Edukt 2

HCID 979802-Bromopropanoyl chlorideHCID 1613663-(Hydroxymethyl)phenytoin

Produkt 1

HCID 14750700HCID 14750700, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

5,5-Diphenyl-3-hydroxymethyl-2,4-imidazolidinedione (2 g, 0.0071 mol) was dissolved in 2-bromopropionyl chloride (8.5 g, 5 mL, 0.05 mol) by heating for 30 minutes on a 100°-110° C. oil bath. The reaction mixture was cooled, 20 mL of ethyl ether were added, and the resultant solution was extracted with aqueous potassium carbonate, dried and then crystallized. The product was obtained as a solid white substance (1 g, 34%), m.p. 112°-115° C. Anal. calc. for C19H17N2O4Br: C, 54.69; H, 4.11; N, 6.72; Br, 19.15. Found: C, 54.77; H, 4.15; N, 6.69; Br, 19.25. The product had the formula: ##STR77##

Aufarbeitung

  1. temperatureby heating for 30 minutes on a 100°-110° C. oil bath
  2. temperatureThe reaction mixture was cooled
  3. extractionthe resultant solution was extracted with aqueous potassium carbonate
  4. customdried
  5. customcrystallized
  6. customThe product was obtained as a solid white substance (1 g, 34%), m.p. 112°-115° C

Quellen und Nachweise

ORD-Eintrag
ord-908a4061766d43b2996171ba139d08cc
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05002935

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