Chloroacetyl chloride → 4-Chloroacetyl-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one

HRID 1902485

Reaktionsgleichung

Reaktionsgleichung von HRID 1902485
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][N:7]1[C:16]2[C:15](=[O:17])[NH:14][C:13]3[CH:18]=[CH:19][CH:20]=[CH:21][C:12]=3[NH:11][C:10]=2[C:9]([CH3:22])=[CH:8]1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Cl:1][CH2:2][C:3]([N:11]1[C:12]2[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=2[NH:14][C:15](=[O:17])[C:16]2[N:7]([CH3:6])[CH:8]=[C:9]([CH3:22])[C:10]1=2)=[O:4]

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 189759801,3-Dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one

Produkt 1

HCID 202615044-Chloroacetyl-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-oneAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

A solution of 1.47 g of chloroacetyl chloride in 20 ml of dioxane is added dropwise with stirring to 1.9 g of 1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one, 5.5 g of powdered anhydrous potassium carbonate and 50 ml of dioxane in the course of 10 minutes at 50° C. The obtained mixture is stirred for several hours; precipitate is then filtered off, and the filtrate is concentrated to dryness. 1.75 g (69%) of the title compound of m.p. 267° to 269° C. (from acetonitrile) are obtained.

Aufarbeitung

  1. filtrationprecipitate is then filtered off
  2. concentrationthe filtrate is concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-dd052bbb04f44f4eb700aa12e0d99d9f
Quelldatensatz
uspto-grants-1982_12
Patentnummer
US04363816

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