Benzoic acid, 4-amino-3-chloro-5-[(methoxyimino)methyl]-, methyl ester → 4-Amino-3-chloro-5-methoxyiminomethylbenzoic acid

HRID 583146

Reaktionsgleichung

Reaktionsgleichung von HRID 583146
[NH2:1][C:2]1[C:11]([CH:12]=[N:13][O:14][CH3:15])=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[CH:4][C:3]=1[Cl:16]>CO.[OH-].[Na+]>[NH2:1][C:2]1[C:11]([CH:12]=[N:13][O:14][CH3:15])=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[Cl:16]

Komponenten

4

Edukt 1

HCID 53973576Benzoic acid, 4-amino-3-chloro-5-[(methoxyimino)methyl]-, methyl ester

Produkt 1

HCID 540991344-Amino-3-chloro-5-methoxyiminomethylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

The methyl 4-amino-3-chloro-5-methoxyiminomethylbenzoate made in the previous step was dissolved in a mixture of 25 ml of methanol and 8 g ml of 10% of aqueous sodium hydroxide and the solution was then was refluxed for 2 hours. The methanol was removed using a rotary evaporator and the residue was partitioned between 25 ml of water and 25 ml of methylene chloride. To the cooled aqueous layer was added 6N aqueous hydrochloric acid, dropwise, with stirring, until the pH of mixture reached a value of 1. The resulting solid was filtered and dried yielding 1.4 g 4-amino-3-chloro-5-methoxyiminomethylbenzoic acid used without further purification.

Aufarbeitung

  1. temperaturethe solution was then was refluxed for 2 hours
  2. customThe methanol was removed
  3. customa rotary evaporator
  4. customthe residue was partitioned between 25 ml of water and 25 ml of methylene chloride
  5. additionTo the cooled aqueous layer was added 6N aqueous hydrochloric acid
  6. filtrationThe resulting solid was filtered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ce22cb967ea3459791869d17268ae29c
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05929098

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