Sulfuric Acid → HCID 10307918, Verbindung

HRID 2194933Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2194933
S(=O)(=O)(O)O.[NH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1.[N+]([O-])(O)=O.N[C:19]([NH2:21])=O.[C:22]([O:25]CC)(=[O:24])C.[CH3:28]CCCCC>[OH-].[Na+]>[NH:6]1[C:7]2[C:12](=[CH:11][C:10]([CH:13]([CH3:28])[C:22]([OH:25])=[O:24])=[CH:9][CH:8]=2)[CH:19]=[N:21]1

Komponenten

6

Edukt 4

HCID 1118Sulfuric AcidHCID 7813p-ToluidineHCID 31295Urea nitrateHCID 21226206Ethyl acetate hexane

Produkt 1

HCID 10307918HCID 10307918, VerbindungAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Sulfuric acid (365.8 g, 3.73 mol, 10 eq) was added drop wise to p-toluidine (40 g, 0.37 mol) at it and stirred the contents to obtain a clear solution. Then Urea nitrate (45.5 g, 0.37 mol, 1 eq) was added at 0-10° C. and stirred the reaction mass for 30 min at the same temperature. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rf˜0.5). On completion of the reaction, reaction mixture was quenched with ice water and the solid formed was filtered. Solid obtained was taken in 20% NaOH solution (up to pH˜12) and filtered. Washed the solid and dried to yield the required product as an yellow colored solid (50 g, 88% yield).

Aufarbeitung

  1. customto obtain a clear solution
  2. stirringstirred the reaction mass for 30 min at the same temperature
  3. customOn completion of the reaction, reaction mixture
  4. customwas quenched with ice water
  5. customthe solid formed
  6. filtrationwas filtered
  7. customSolid obtained
  8. filtrationfiltered
  9. washWashed the solid
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-df32e1563be546e3934f070a7db93dec
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08334315B2

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