Hydrochloric Acid → 1-[4-(7-Chloro-4-quinazolinylamino)benzenesulphonyl]-4-methylpiperazine

HRID 570053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 570053
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(=O)([O-])[O-].[Na+].[Na+].Cl.[Cl:15][C:16]1[CH:25]=[C:24]2[C:19]([C:20]([NH:26][C:27]3[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=3)=[N:21][CH:22]=[N:23]2)=[CH:18][CH:17]=1.Cl>C(Cl)(Cl)Cl.O.C(O)C>[Cl:15][C:16]1[CH:25]=[C:24]2[C:19]([C:20]([NH:26][C:27]3[CH:28]=[CH:29][C:30]([S:33]([N:5]4[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]4)(=[O:34])=[O:35])=[CH:31][CH:32]=3)=[N:21][CH:22]=[N:23]2)=[CH:18][CH:17]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric Acid2×HCID 10340Sodium CarbonateHCID 531671-MethylpiperazineHCID 212739544-(7-Chloro-4-quinazolinylamino)benzenesulphonyl chloride hydrochloride

Produkt 1

HCID 135372031-[4-(7-Chloro-4-quinazolinylamino)benzenesulphonyl]-4-methylpiperazine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

N-Methylpiperazine (1.0 g, 0.01 mole) was dissolved in chloroform (50 ml). Sodium carbonate (10 g) was dissolved in water (50 ml). The solutions were combined and cooled to 10° C. 4-(7-Chloro-4-quinazolinylamino)benzenesulphonyl chloride hydrochloride (3.85 g, 0.01 mole) was added in portions to the vigorously stirred solution. Stirring was continued for one hour. The chloroform layer was separated, dried and evaporated. The resulting gummy solid was redissolved in chloroform and chromatographed on an alumina column. Elution with chloroform gave a first band which was discarded. The second band was obtained as a low melting solid, which was converted to the hydrochloride by dissolving in ethanol and adding ethereal hydrogen chloride to give the title compound as the sesquihydrochloride (650 mg) m.p. 237°-239° C.

Aufarbeitung

  1. customThe chloroform layer was separated
  2. customdried
  3. customevaporated
  4. dissolutionThe resulting gummy solid was redissolved in chloroform
  5. customchromatographed on an alumina column
  6. washElution with chloroform
  7. customgave a first band which
  8. customThe second band was obtained as a low melting solid, which

Quellen und Nachweise

ORD-Eintrag
ord-067f969d2e5d4976854d945aa56161e4
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734510

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