2,4-Dichloroaniline → 3-[3-(2,4-Dichloro-phenyl)-ureido]-benzoic acid

HRID 967449

Reaktionsgleichung

Reaktionsgleichung von HRID 967449
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]=[C:11]=[O:12])[CH:5]=1.[Cl:14][C:15]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:16]=1[NH2:17]>C(OCC)(=O)C>[Cl:14][C:15]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:16]=1[NH:17][C:11](=[O:12])[NH:10][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[C:3]([OH:2])=[O:13]

Komponenten

4

Edukt 2

HCID 111232,4-DichloroanilineHCID 2733366Methyl 3-isocyanatobenzoate

Produkt 1

HCID 220524303-[3-(2,4-Dichloro-phenyl)-ureido]-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

To a solution of 200 mg 3-Isocyanato-benzoic acid methyl ester in 2 ml ethyl acetate is added dropwise a solution of 162 mg 2,4-dichloroaniline in 1 ml ethyl acetate. After 5 h at RT the solvent was removed under reduced pressure and the residue dissolved in 5 ml MeOH/THF/H2O 2:2:1. 100 mg lithium hydroxide monohydrate was added and the mixture stirred over night at RT. After removal of the solvent the residue was acidified by addition of 5 ml half concentrated HCl. The precipitating acid was filtered off and dried.

Aufarbeitung

  1. customAfter 5 h at RT the solvent was removed under reduced pressure
  2. dissolutionthe residue dissolved in 5 ml MeOH/THF/H2O 2:2:1
  3. addition100 mg lithium hydroxide monohydrate was added
  4. customAfter removal of the solvent the residue
  5. additionwas acidified by addition of 5 ml half concentrated HCl
  6. filtrationThe precipitating acid was filtered off
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5a55b912fe0b4c7996bf40fe97d834b1
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06953857B2

Verknüpfte Notizen

Wird geladen…