Sodium Hydroxide → HCID 178492290, Verbindung

HRID 1583999Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1583999
[OH-].[Na+].[SH:3][C:4]1[NH:8][C:7]2[CH:9]=[CH:10][C:11]([O:13][C:14]([F:17])([F:16])[F:15])=[CH:12][C:6]=2[N:5]=1.Cl.Cl[CH2:20][C:21]1[C:26]([CH3:27])=[C:25]([O:28][CH3:29])[C:24]([CH3:30])=[CH:23][N:22]=1>C(O)C>[CH3:29][O:28][C:25]1[C:24]([CH3:30])=[CH:23][N:22]=[C:21]([CH2:20][S:3][C:4]2[NH:8][C:7]3[CH:9]=[CH:10][C:11]([O:13][C:14]([F:17])([F:15])[F:16])=[CH:12][C:6]=3[N:5]=2)[C:26]=1[CH3:27]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 116942582-(Chloromethyl)-3,5-dimethyl-4-methoxypyridine hydrochlorideHCID 178506357HCID 178506357, Verbindung

Produkt 1

HCID 178492290HCID 178492290, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

5 ml of 4M sodium hydroxide solution are added dropwise to a mixture of 2.34 g of 2-mercapto-5-trifluromethoxy-1H-benzimidazole and 2.2 g of 2-chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride in 50 ml of ethanol at room temperature and the mixture is stirred overnight at room temperature. The solvent is distilled off in vacuo, water is added, the mixture is extracted with ethyl acetate, the solution is dried and 4.3 g (95%) of the dihydrochloride of the title compound are precipitated with 4M hydrogen chloride in ether. The salt is dissolved in water and the base is precipitated with dilute sodium carbonate solution at pH 8 and recrystallized from diisopropyl ether. 3.0 g (78%) of the title compound of m.p. 152°-154° C. are obtained.

Aufarbeitung

  1. distillationThe solvent is distilled off in vacuo, water
  2. additionis added
  3. extractionthe mixture is extracted with ethyl acetate
  4. customthe solution is dried
  5. custom4.3 g (95%) of the dihydrochloride of the title compound are precipitated with 4M hydrogen chloride in ether
  6. dissolutionThe salt is dissolved in water
  7. customthe base is precipitated with dilute sodium carbonate solution at pH 8
  8. customrecrystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-e3e2899740034d2b85f014d4e8eb3013
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04555518

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