Methanesulfonyl chloride → N-{4-[4-(Pyridin-4-yl)piperazin-1-yl]phenyl}methanesulfonamide

HRID 2232396

Reaktionsgleichung

Reaktionsgleichung von HRID 2232396
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)[CH2:15][CH2:14]2)=[CH:9][CH:8]=1>N1C=CC=CC=1>[N:22]1[CH:23]=[CH:24][C:19]([N:16]2[CH2:15][CH2:14][N:13]([C:10]3[CH:11]=[CH:12][C:7]([NH:6][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:8][CH:9]=3)[CH2:18][CH2:17]2)=[CH:20][CH:21]=1

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 108904611-(4-Aminophenyl)-4-(4-pyridyl)piperazine

Produkt 1

HCID 15735407N-{4-[4-(Pyridin-4-yl)piperazin-1-yl]phenyl}methanesulfonamideAusbeute 42,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Methanesulphonyl chloride (0.50 g) was added dropwise to a stirred solution of 1-(4-aminophenyl)-4-(4-pyridyl)piperazine (1.00 g) in dry pyridine (10 ml) at room temperature. The mixture was stirred at room temperature for 20 hours and then evaporated. The residue was dissolved in water and the solution was basified with sodium bicarbonate solution and allowed to stand for 2 hours. The solid was filtered off, washed with water, dried and crystallised from methanol/ethyl acetate to give the title compound (0.55 g), m.p. 230°-232° C. Found: C,57.80; H,6.07; N,16.89. C16H20N4O2S requires: C,57.81; H,6.06; N,16.85%.

Aufarbeitung

  1. customevaporated
  2. dissolutionThe residue was dissolved in water
  3. waitto stand for 2 hours
  4. filtrationThe solid was filtered off
  5. washwashed with water
  6. customdried
  7. customcrystallised from methanol/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-4c8f5d71fb2241cbb014594916a86f98
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788196

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