Allyl bromide → HCID 20507740, Verbindung

HRID 128079Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 128079
[N:1]1([C:7]2[N:8]=[C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=[C:10]3[N:11]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[CH:24]=[CH2:25]>CS(C)=O.[Cl-].[Na+].O>[CH2:25]([N:4]1[CH2:5][CH2:6][N:1]([C:7]2[N:11]=[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=[C:9]3[N:8]=2)[CH2:2][CH2:3]1)[CH:24]=[CH2:23]

Komponenten

6

Edukt 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 13036368HCID 13036368, Verbindung

Produkt 1

HCID 20507740HCID 20507740, VerbindungAusbeute 72,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittel2×HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

A mixture of 2-(1-piperazinyl)cycloheptimidazole (3.15 g, described in Example 2) and potassium carbonate (1.14 g) in dimethyl sulfoxide (10 ml) was stirred for 15 min and a solution of 2-propenyl bromide (1.18 g) in dimethyl sulfoxide was added. The reaction mixture was stirred for 2.5 hr and diluted with brine. The solution was extracted with ethyl acetate and the organic extract was dried and evaporated to give the title compound (1.8 g): mp 108°-111° C.; ir(CHCl3) 1600, 1565 and 1520 cm-1 ; uv max (MeOH) 263(ε29,965), 237(ε25,490) and 362 nm (ε21,620) and nmr(CDCl3)δ 2.6(4H,s), 3.0(2H,d), 4.05(4H,t), 5.15(2H,m), 5.75(1H,m) and 7.65(5H,m).

Aufarbeitung

  1. stirringThe reaction mixture was stirred for 2.5 hr
  2. extractionThe solution was extracted with ethyl acetate
  3. extractionthe organic extract
  4. customwas dried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6ac9863b3c254022abed5e08ed686052
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04258188

Notizen zur Reaktion

Wird geladen…