Ammonia → 3-amino-5(N-methyl-allyloxycarbamoyl)-benzoic acid allyl ester

HRID 1263607Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1263607
[CH2:1]([O:4][C:5](=[O:23])[C:6]1[CH:11]=[C:10]([N+:12]([O-])=O)[CH:9]=[C:8]([C:15](=[O:22])[N:16]([O:18][CH2:19][CH:20]=[CH2:21])[CH3:17])[CH:7]=1)[CH:2]=[CH2:3].O.O.[Sn](Cl)Cl.N>C(OCC)(=O)C>[CH2:1]([O:4][C:5](=[O:23])[C:6]1[CH:7]=[C:8]([C:15](=[O:22])[N:16]([O:18][CH2:19][CH:20]=[CH2:21])[CH3:17])[CH:9]=[C:10]([NH2:12])[CH:11]=1)[CH:2]=[CH2:3]

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 61436Stannous chloride dihydrateHCID 229861003-(N-methyl-allyloxycarbamoyl)-5-nitro-benzoic acid allyl ester

Produkt 1

HCID 229861413-amino-5(N-methyl-allyloxycarbamoyl)-benzoic acid allyl esterAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of (8(b)) (0.523 g), tin(II) chloride dihydrate (1.84 g) and ethyl acetate (50 ml) was heated under reflux for 6 hours. The mixture was allowed to cool to ambient temperature and ammonia solution (sp. g. 0.880) was added dropwise until the solution reached pH 8. The white precipitate which had formed was filtered off. washed with ethyl acetate (2×50 ml) and the combined washings and filtrate evaporated to dryness to give the desired starting material (8(c)) as a yellow oil (0.472 g).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. customThe white precipitate which had formed
  4. filtrationwas filtered off
  5. washwashed with ethyl acetate (2×50 ml)
  6. customthe combined washings and filtrate evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-831059d1189841e79c57983a6cc92942
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06541491B1

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