Phosphorus sulfide (P2S5) → HCID 9922428, Verbindung

HRID 277877Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 277877
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=O)[CH2:12][C:11]3([CH3:20])[CH3:19])[CH:5]=[CH:6][CH:7]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:22]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[S:22])[CH2:12][C:11]3([CH3:20])[CH3:19])[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 14817Phosphorus sulfide (P2S5)HCID 9965656HCID 9965656, Verbindung

Produkt 1

HCID 9922428HCID 9922428, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Prepared by heating under reflux overnight a mixture of 6-(3-chlorophenyl)-4,4-dimethyl-3,4-dihydroquinoline-2(1H)-one and an equal weight of phosphorus pentasulfide in pyridine was stirred. Removal of the pyridine in vacuo followed by treating the residue with 6N hydrochloric acid and recrystallization of the residue in ethanol gave the product as a yellow solid: mp. 197-198° C. 1H-NMR (DMSO-d6) δ 12.34 (s, 1H), 7.75 (m, 1H), 7.64 (m, 2H), 7.57 (dd, 1H J=9.3 and 2.1 Hz), 7.48 (t, 1H, J=7.7 Hz), 7.41 (m, 1H), 7.20 (d, 1H, J=8.3 Hz), 3.34 (s, 2H), 1.26 (s, 6H); MS (APCI(−)) m/z 300 [M−H]− Anal. Calc. For C17H16ClNS: C, 67.65, H, 5.34, N, 4.64. Found: C, 67.77, H, 5.57, N, 4.54.

Aufarbeitung

  1. customPrepared
  2. temperatureby heating
  3. temperatureunder reflux overnight
  4. customRemoval of the pyridine in vacuo
  5. additionby treating the residue
  6. customwith 6N hydrochloric acid and recrystallization of the residue in ethanol

Quellen und Nachweise

ORD-Eintrag
ord-ce617dc2095f45899584d7dc05b2e904
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06358948B1

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