Sodium Carbonate → 6-(2,4-Dimethylphenyl)pyridazine-3-thiol

HRID 1625568Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1625568
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=2[CH3:15])=[CH:6][CH:7]=1.NC(N)=[S:18].C([O-])([O-])=O.[Na+].[Na+]>CCO>[CH3:15][C:9]1[CH:10]=[C:11]([CH3:14])[CH:12]=[CH:13][C:8]=1[C:5]1[CH:6]=[CH:7][C:2](=[S:18])[NH:3][N:4]=1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 2723790ThioureaHCID 123687643-Chloro-6-(2,4-dimethylphenyl)pyridazine

Produkt 1

HCID 125621006-(2,4-Dimethylphenyl)pyridazine-3-thiolAusbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3-chloro-6-(2,4-dimethylphenyl)pyridazine (example 13b) (1.36 g) was refluxed with thiourea (473 mg, 6.2 mmol) in EtOH (25 mL) for 5 hrs. The mixture was evaporated, and water (45 mL) was added to the residue, followed by Na2CO3 (318 mg, 3 mmol). The precipitate that formed was collected by filtration, washed with diethylether and dried to give 6-(2,4-Dimethylphenyl)pyridazine-3(2H)-thione (1.12 g, 52%). 1H NMR (300 MHz, dMSO): δ 2.29 (s, 3H), 2.32 (s, 3H), 7.12-7.30 (m, 2H), 7.29-7.31 (d, 1H), 7.46-7.49 (d, 1H), 7.65-7.68 (dd, 1H); MS (M+H, 217).

Aufarbeitung

  1. customThe mixture was evaporated
  2. additionwater (45 mL) was added to the residue
  3. customThe precipitate that formed
  4. filtrationwas collected by filtration
  5. washwashed with diethylether
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-adc5ef050d2e4867a03b05191c09e9de
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08784782B2

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