Tetrafluoro-m-phenylenediamine dihydrochloride → 5-difluoromethoxy-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]-4,6-dimethyl-1H-benzimidazole

HRID 1789040Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1789040
[F:1][CH:2]([F:16])[O:3][C:4]1[C:13]([CH3:14])=[CH:12][C:7]2[NH:8][C:9]([SH:11])=[N:10][C:6]=2[C:5]=1[CH3:15].Cl.Cl[CH2:19][C:20]1[C:25]([CH3:26])=[C:24]([O:27][CH3:28])[CH:23]=[CH:22][N:21]=1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>CC(O)C>[F:16][CH:2]([F:1])[O:3][C:4]1[C:13]([CH3:14])=[CH:12][C:7]2[NH:8][C:9]([S:11][CH2:19][C:20]3[C:25]([CH3:26])=[C:24]([O:27][CH3:28])[CH:23]=[CH:22][N:21]=3)=[N:10][C:6]=2[C:5]=1[CH3:15]

Komponenten

5

Edukt 3

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 115139822-(Chloromethyl)-4-methoxy-3-methylpyridine--hydrogen chloride (1/1)HCID 178422367HCID 178422367, Verbindung

Produkt 1

HCID 201895435-difluoromethoxy-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]-4,6-dimethyl-1H-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

2.0 g of 5-difluoromethoxy-4,6-dimethyl-1H-benzimidazole-2-thiol and 1.72 g of 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride are heated in 30 ml of 2-propanol for 4 h to the boil. This gives 3.6 g of the dihydrochloride of the title compound. This is dissolved in water and concentrated hydrochloric acid, the solution is clarified with activated charcoal, the product is precipitated with dilute sodium hydroxide solution and the precipitate is recrystallised from butanol. This gives 2.6 g (85%) of the title compound (m.p. 190°-191° C.).

Quellen und Nachweise

ORD-Eintrag
ord-c5373432472a4323af3eae21f7fcb069
Quelldatensatz
uspto-grants-1987_08
Patentnummer
US04686230

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