Thiomorpholine → 4-[[(4-Thiomorpholinyl)methylene]amino]-3-pyridinol

HRID 361330

Reaktionsgleichung

Reaktionsgleichung von HRID 361330
[CH3:1][N:2]([CH:4]=[N:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[OH:12])[CH3:3].N1C[CH2:17][S:16][CH2:15]C1>C1(C)C=CC=CC=1>[N:2]1([CH:4]=[N:5][C:6]2[CH:11]=[CH:10][N:9]=[CH:8][C:7]=2[OH:12])[CH2:1][CH2:17][S:16][CH2:15][CH2:3]1

Komponenten

4

Edukt 2

HCID 67164ThiomorpholineHCID 153809294-[[(Dimethylamino)methylene]amino]-3-pyridinol

Produkt 1

HCID 153809384-[[(4-Thiomorpholinyl)methylene]amino]-3-pyridinol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture prepared from 4-[[(dimethylamino)methylene]amino]-3-pyridinol (5.14 g), thiomorpholine (10.5 ml, distilled from CaH2) and dry toluene (120 ml) was refluxed overnight. The reaction mixture was concentrated, triturated with diethyl ether, adhered to silica (methanol), flash chromatographed (10% methanol/ethyl acetate), and triturated with diethyl ether to yield 6.06 g of product. A 3.5 g sample was recrystallized from methanol, and dried under high vacuum and refluxing isopropanol to yield 2.13 g of crystals, m.p. 197°-198.5° C.

Aufarbeitung

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated
  3. customtriturated with diethyl ether
  4. customchromatographed (10% methanol/ethyl acetate)
  5. customtriturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-2bc39261f74746edae224d78ee97c69e
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866565

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