Dimethylcarbamoyl Chloride → 4-[[(Dimethylamino)methylene]amino]-3-pyridinol N,N-dimethylcarbamate

HRID 361333

Reaktionsgleichung

Reaktionsgleichung von HRID 361333
[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].CCN(CC)CC.[CH3:20][N:21]([CH3:25])[C:22](Cl)=[O:23]>C1C=CC=CC=1>[CH3:20][N:21]([CH3:25])[C:22]([O:12][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][C:6]=1[N:5]=[CH:4][N:2]([CH3:1])[CH3:3])=[O:23]

Komponenten

5

Edukt 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 153809294-[[(Dimethylamino)methylene]amino]-3-pyridinol

Produkt 1

HCID 538347434-[[(Dimethylamino)methylene]amino]-3-pyridinol N,N-dimethylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

4-[[(Dimethylamino)methylene]amino]-3-pyridinol (1.65 g) was refluxed for 1 hour in 20 ml of benzene containing 1.10 g of Et3N and 1.10 g of N,N-dimethylcarbamyl chloride. At the end of this time, the reaction mixture was applied directly to a silica column and eluted with 5% Et3N/ethyl acetate. Concentration of the product-containing fractions gave 2.05 g of chromatographically pure product which was distilled in a bulb to bulb apparatus (oven temperature=175° C.) to give analytically pure material, m.p. 64°-66° C.

Aufarbeitung

  1. washeluted with 5% Et3N/ethyl acetate
  2. customConcentration of the product-containing fractions gave 2.05 g of chromatographically pure product which
  3. distillationwas distilled in a bulb to bulb apparatus (oven temperature=175° C.)
  4. customto give analytically pure material, m.p. 64°-66° C.

Quellen und Nachweise

ORD-Eintrag
ord-8a762fe76646452cb4ce7d723fce3fb4
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866565

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