Methanol → N-(2-amino-5-chloro-3-methylbenzoyl)-N'-methoxycarbonylhydrazine

HRID 251925Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 251925
[Cl:1][C:2]1[CH:13]=[C:12]([CH3:14])[C:5]2[NH:6]C(=O)O[C:9](=[O:10])[C:4]=2[CH:3]=1.[C:15]([O:19][CH3:20])(=[O:18])[NH:16][NH2:17].CO>O>[NH2:6][C:5]1[C:12]([CH3:14])=[CH:13][C:2]([Cl:1])=[CH:3][C:4]=1[C:9]([NH:17][NH:16][C:15]([O:19][CH3:20])=[O:18])=[O:10]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 80519Methyl carbazateHCID 115502595-Chloro-3-methyl isatoic anhydride

Produkt 1

HCID 66854326N-(2-amino-5-chloro-3-methylbenzoyl)-N'-methoxycarbonylhydrazineAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1.05 g of 6-chloro-8-methyl-1H-benzo[d]-1,3-oxazine-2,4-dione, 0.46 g of methyl carbazate and 20 ml of methanol was heated to reflux for 3 hours. After the reaction mixture was allowed to cool to around room temperature, water was poured thereto and the mixture was extracted with ethyl acetate three times. The resulting organic layer was concentrated under reduced pressure, and the residue was washed with toluene to obtain 0.77 g of N-(2-amino-5-chloro-3-methylbenzoyl)-N′-methoxycarbonylhydrazine of the formula:

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. temperatureto cool to around room temperature
  4. extractionthe mixture was extracted with ethyl acetate three times
  5. concentrationThe resulting organic layer was concentrated under reduced pressure
  6. washthe residue was washed with toluene

Quellen und Nachweise

ORD-Eintrag
ord-edb1e9fb023140cda37768f2d9730a17
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07867949B2

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