2-Aminothiophenol → 2-(5-Methylpyridin-2-yl)-1,3-benzothiazole

HRID 224311

Reaktionsgleichung

Reaktionsgleichung von HRID 224311
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[CH3:9][C:10]1[CH:11]=[CH:12][C:13]([C:16](O)=O)=[N:14][CH:15]=1.[OH-].[Na+]>O>[S:8]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[C:16]1[C:13]1[CH:12]=[CH:11][C:10]([CH3:9])=[CH:15][N:14]=1

Komponenten

5

Edukt 3

HCID 87132-AminothiophenolHCID 14798Sodium HydroxideHCID 1995755-Methylpicolinic acid

Produkt 1

HCID 123541122-(5-Methylpyridin-2-yl)-1,3-benzothiazoleAusbeute 88,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

22.5 g (0.18 mol) of o-aminothiophenol, 25 g (0.18 mol) of 5-methylpicolic acid and 100 g of polyphosphoric acid were admixed and stirred in nitrogen gas streams at 170°-200° C. and the mixture was poured in 1 l of water. The mixture was adjusted to pH 5 with an aqueous solution of sodium hydroxide and the resulting crystals were recovered by filtration, whereupon 40 g of 2-(benzothiazol-2-yl)-5methylpyridine was obtained as crude crystals. This crude product was recrystallized from ligroine. By the above procedure was obtained 36 g of the same compound as colorless flakes melting at 169.5°-170.0° C.

Aufarbeitung

  1. filtrationthe resulting crystals were recovered by filtration, whereupon 40 g of 2-(benzothiazol-2-yl)-5methylpyridine
  2. customwas obtained as crude crystals
  3. customThis crude product was recrystallized from ligroine

Quellen und Nachweise

ORD-Eintrag
ord-a78161e6770442f0bac33bd238d93fb8
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04232010

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