Ethylene Glycol → Acetamide, N-(6-amino-5-formyl-2,4-dimethyl-3-pyridinyl)-

HRID 1730645Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1730645
C(O)CO.[NH2:5][C:6]1[N:24]=[C:23]([CH3:25])[C:22]([NH:26][C:27](=[O:29])[CH3:28])=[C:21]([CH3:30])[C:7]=1[C:8](NNS(C1C=CC=CC=1)(=O)=O)=[O:9].C(=O)([O-])[O-].[Na+].[Na+].O>C(Cl)Cl>[NH2:5][C:6]1[N:24]=[C:23]([CH3:25])[C:22]([NH:26][C:27](=[O:29])[CH3:28])=[C:21]([CH3:30])[C:7]=1[CH:8]=[O:9]

Komponenten

6

Edukt 4

HCID 174Ethylene GlycolHCID 962WaterHCID 10340Sodium CarbonateHCID 12297945HCID 12297945, Verbindung

Produkt 1

HCID 12297946Acetamide, N-(6-amino-5-formyl-2,4-dimethyl-3-pyridinyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

Ethylene glycol (80 ml.) is heated in an oil-bath at 170° C. until the internal temperature reaches 160° C. N1 -(2-amino-5-acetamido-4,6-dimethylnicotinoyl)-N2 -benzenesulfonyl hydrazine (8.0 g., 21.2 mmole) is added and the mixture stirred until the internal temperature returns to 160° C. Anhydrous sodium carbonate (5.6 g.) is added in one portion, heating is continued for 30 seconds and the reaction mixture cooled rapidly and poured into water (320 ml.). The product is isolated by continuous extraction with methylene chloride for about 24 hours to give 2.90 g. (66%) of crude product. Following purification by crystallization from ethanol the pure product melts at 270°-275° C. (dec.) with rapid heating.

Aufarbeitung

  1. customreaches 160° C
  2. temperatureheating
  3. temperaturethe reaction mixture cooled rapidly
  4. customto give 2.90 g
  5. custompurification
  6. customby crystallization from ethanol the pure product melts at 270°-275° C. (dec.) with rapid heating

Quellen und Nachweise

ORD-Eintrag
ord-410dff877ec44d2d80c2875c688a5daf
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03993656

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