Ethylene Glycol → 2-Amino-4,6-dimethylpyridine-3-carbaldehyde

HRID 1730647

Reaktionsgleichung

Reaktionsgleichung von HRID 1730647
C([O-])(C)C.[NH2:5][C:6]1[N:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[C:7]=1[C:8](NNS(C1C=CC=CC=1)(=O)=O)=[O:9].C(O)CO.C(=O)([O-])[O-].[Na+].[Na+].O>C(Cl)(Cl)Cl>[NH2:5][C:6]1[N:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[C:7]=1[CH:8]=[O:9]

Komponenten

6

Edukt 4

HCID 174Ethylene GlycolHCID 962WaterHCID 10340Sodium CarbonateHCID 86734206N1-(2-amino-4,6-dimethylnicotinoyl)-N2-benzenesulfonyl hydrazine isopropanolate

Produkt 1

HCID 123666092-Amino-4,6-dimethylpyridine-3-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

N1 -(2-amino-4,6-dimethylnicotinoyl)-N2 -benzenesulfonyl hydrazine isopropanolate (62.0 g., 0.163 mole) is divided into two portions. To each portion, ethylene glycol (300 ml.) is added and the mixture heated to 160° C. prior to the addition of anhydrous sodium carbonate (30 g.) in one portion with vigorous stirring. The mixture is allowed to cool and then is poured into water. The two runs are combined and the product isolated by extraction with chloroform. Following recrystallization from carbon tetrachloride the product melts at 152°-158° C. Further recrystallization from the same solvent raises the melting point to 162°-166° C.

Aufarbeitung

  1. temperatureto cool
  2. customrecrystallization from carbon tetrachloride the product melts at 152°-158° C
  3. customFurther recrystallization from the same solvent
  4. temperatureraises the melting point to 162°-166° C.

Quellen und Nachweise

ORD-Eintrag
ord-a5fc3901f5e14b709cbce82790499b96
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03993656

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