Ammonia → 2,5-Dicarbamoylbenzoic acid

HRID 324339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 324339
C(Cl)(=O)C1C(=CC(=CC=1)C(Cl)=O)C(Cl)=[O:5].[NH3:16].Cl.[C:18]([C:21]1[CH:29]=[C:28]([C:30](=[O:32])[NH2:31])[CH:27]=[CH:26][C:22]=1[C:23]([OH:25])=O)(=[O:20])N>CC(C)=O>[C:23]([C:22]1[CH:26]=[CH:27][C:28]([C:30](=[O:32])[NH2:31])=[CH:29][C:21]=1[C:18]([OH:20])=[O:5])(=[O:25])[NH2:16]

Komponenten

6

Edukt 4

HCID 222Ammonia2×HCID 313Hydrochloric AcidHCID 774721,2,4-Benzenetricarbonyl trichlorideHCID 220044202,4-Dicarbamoylbenzoic acid

Produkt 1

HCID 198051532,5-Dicarbamoylbenzoic acidAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of 21.1 g (0.10 mol) of trimellitoyl chloride in 25 ml of acetone was dropped into 200 ml of 29% aqueous ammonia, while the aqueous ammonia was stirred under cooling with ice. The resulting mixture was as such stirred for one hour, deaerated in a vacuum and acidified with concentrated hydrochloric acid under cooling with ice. The crystals thus precipitated were recovered by filtration, washed with water and dried with hot air to give 18.5 g of a mixture of 2,4-dicarbamoylbenzoic acid and 2,5-dicarbamoylbenzoic acid as a white crystal (yield: 89%).

Aufarbeitung

  1. temperatureunder cooling with ice
  2. stirringas such stirred for one hour
  3. temperatureunder cooling with ice
  4. customThe crystals thus precipitated
  5. filtrationwere recovered by filtration
  6. washwashed with water
  7. customdried with hot air

Quellen und Nachweise

ORD-Eintrag
ord-0fe0adb2e7a6435d80fe08fd219c4e41
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218392B1

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