Dicyclohexylcarbodiimide → Benzoic acid, 3-amino-5-nitro-, ethyl ester

HRID 2095101

Reaktionsgleichung

Reaktionsgleichung von HRID 2095101
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:5]([OH:7])=[O:6].[CH2:14]1CCC(N=C=NC2CCCCC2)C[CH2:15]1>CCO>[CH2:14]([O:6][C:5](=[O:7])[C:4]1[CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=[C:2]([NH2:1])[CH:3]=1)[CH3:15]

Komponenten

4

Edukt 2

HCID 10868DicyclohexylcarbodiimideHCID 2393423-Amino-5-nitrobenzoic acid

Produkt 1

HCID 826201Benzoic acid, 3-amino-5-nitro-, ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3-Amino-5-nitrobenzoic acid (910 mg, 5.0 mmol) was dissolved in EtOH (25 mL). DCC (1.51 g, 7.3 mmol) was added, and the mixture was stirred under reflux overnight. The solid precipitation was filtered off and the filtrate was evaporated. The residue was triturated in the solvent mixture ether:hexane:ethyl acetate, 5:5:1. The title compound was isolated as a fine light yellow powder (0.9 g, 85.7%).

Aufarbeitung

  1. temperatureunder reflux overnight
  2. customThe solid precipitation
  3. filtrationwas filtered off
  4. customthe filtrate was evaporated
  5. customThe residue was triturated in the solvent mixture ether

Quellen und Nachweise

ORD-Eintrag
ord-f515d0739ec546ff8cbd60c893927959
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08445694B2

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