Triethylamine → 6-(5-Phenyl-thiazol-2-ylamino)-pyridine-2-carbaldehyde

HRID 1355438Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1355438
[C:1]1([C:7]2[S:11][C:10]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][OH:20])[N:14]=3)=[N:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.S(=O)(=O)=O.C(N(CC)CC)C>CS(C)=O.O>[C:1]1([C:7]2[S:11][C:10]([NH:12][C:13]3[N:14]=[C:15]([CH:19]=[O:20])[CH:16]=[CH:17][CH:18]=3)=[N:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 168533Sulfur trioxide-pyridineHCID 18506891[2-(5-Phenyl-thiazol-2-ylamino)-pyridin-6-yl]-methanol2×

Produkt 1

HCID 185068596-(5-Phenyl-thiazol-2-ylamino)-pyridine-2-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

[2-(5-Phenyl-thiazol-2-ylamino)-pyridin-6-yl]-methanol (6-4), 0.60g (2.1 mmol) Sulfur trioxide-pyridine (1.01 g, 6.36 mmol) was dissolved in 10 mL anhydrous DMSO and the resulting solution was stirred for 10 min. Triethylamine (2.45 mL, 17.6 mmol) was added followed by addition of [2-(5-Phenyl-thiazol-2-ylamino)-pyridin-6-yl]-methanol (6-4), (0.60 g, 2.1 mmol). After 30 min the reaction was diluted with water and the resulting precipitate was filtered and washed with water to afford the titled compound.

Aufarbeitung

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-fb6962daa37a43d3bc6e054d53e8dbe9
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06586423B2

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