Ammonia → HCID 13569205, Verbindung

Reaktionsgleichung

P(Cl)(Cl)(Cl)(Cl)Cl.Cl[S:8]([OH:11])(=O)=[O:9].[O:12]([CH2:19][CH2:20][N:21]1[CH:25]=[CH:24][N:23]=[CH:22]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[NH3:26]>>[S:8]([C:16]1[CH:17]=[CH:18][C:13]([O:12][CH2:19][CH2:20][N:21]2[CH:25]=[CH:24][N:23]=[CH:22]2)=[CH:14][CH:15]=1)(=[O:11])(=[O:9])[NH2:26]

Komponenten

Edukt 4

HCID 222Ammonia

HCID 24638Chlorosulfonic acid

HCID 24819Phosphorus pentachloride

HCID 135691721H-Imidazole, 1-(2-phenoxyethyl)-

Produkt 1

HCID 13569205HCID 13569205, Verbindung

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

Phosphorus pentachloride (2.08 g) was added cautiously to chlorosulphonic acid (2.91 g) and the resulting solution was cooled to 0° C. 1-(2-Phenoxyethyl)imidazole (1.88 g) was added in portions, allowing the effervescence to subside after each addition. The mixture was heated on a steam bath for 10 minutes, cooled, and poured onto a mixture of crushed ice and excess concentrated ammonia solution. The resulting gummy solid was filtered off, washed with water, sucked as dry as possible at the filter pump and chromatographed on silica gel. Elution with a mixture of chloroform and methanol (4:1) gave a gum which crystallised on trituration with a few mls. of ethanol. The solid was crystallised from ethanol to give 1-[2-(4-sulphamoylphenoxy)ethyl]imidazole (0.5 g), m.p. 147.5°-148.5° C. Found: C, 49.57; H, 4.93; N, 15.36. C11H13N3O3S requires: C, 49.42; H, 4.90; N, 15.72%.