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

HRID 235651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 235651
[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-a107f5f5a1204df3804c349da38f0fe6
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04640920

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