Hydrochloric Acid → 4-Anilino-3-nitrobenzoic acid

HRID 28663

Reaktionsgleichung

Reaktionsgleichung von HRID 28663
F[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl>C(O)C.O>[NH:14]([C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 679874-Fluoro-3-nitrobenzoic acid

Produkt 1

HCID 38243664-Anilino-3-nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

4-Fluoro-3-nitrobenzoic acid (21.6 mmol) and an aniline (43.2 mmol) in 15 mL of ethanol were stirred at reflux under argon for 5 h resulting in the formation of an orange precipitate. After 12 h the heterogeneous reaction mixture was poured into 50 mL of 1N HCl(aq) and diluted with 100 mL of water. The solution was stirred for 20 min then the precipitate filtered to yield the 4-anilino-3-nitrobenzoic Acid: e.g. 4-{[3-(benzyloxy)phenyl]amino}-3-nitrobenzoic acid.

Aufarbeitung

  1. temperatureat reflux under argon for 5 h
  2. customresulting in the formation of an orange precipitate
  3. filtrationthe precipitate filtered

Quellen und Nachweise

ORD-Eintrag
ord-8ab56e89eb204695b2ea7c0c30ec3f5d
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419995B2

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