Triethylamine → 1-Amino-2-nitro-4-(omega-ethoxycarbonyl-acetylamino)-benzene

HRID 1580771Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1580771
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].C(N(CC)CC)C.[Cl-].[CH2:20]([O:22][C:23](=[O:28])[CH2:24][C:25](O)=[O:26])[CH3:21]>O1CCCC1>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:25](=[O:26])[CH2:24][C:23]([O:22][CH2:20][CH3:21])=[O:28])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 43383702-Nitro-4-phenylenediamineHCID 21107838Malonic acid monoethylester chloride

Produkt 1

HCID 215638701-Amino-2-nitro-4-(omega-ethoxycarbonyl-acetylamino)-benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

7.65 gm (0.05 mol) of 1,4-diamino-2-nitrobenzene were added to 80 ml of absolute tetrahydrofuran and 5.1 gm (0.05 mol) of triethylamine at room temperature to form a solution. While this mixture was being stirred, 7.5 gm (0.05 mol) of malonic acid monoethylester chloride were added dropwise thereto. After termination of the addition, the mixture was stirred at room temperature for another 6 hours. Then the solvent was evaporated in vacuo for the most part. The residue was suctioned off and recrystallized once from ethanol/activated charcoal and a second time from water. The product had a melting point of 133°-136°C.

Aufarbeitung

  1. customto form a solution
  2. additionAfter termination of the addition
  3. stirringthe mixture was stirred at room temperature for another 6 hours
  4. customThen the solvent was evaporated in vacuo for the most part
  5. customrecrystallized once from ethanol/activated charcoal

Quellen und Nachweise

ORD-Eintrag
ord-6506dba40f19457e8aca58321dd68559
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03933886

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