Water → Acetic acid, 2-(4-nitrophenyl)hydrazide

HRID 464946Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 464946
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(N(CC)CC)C.[C:19](Cl)(=[O:21])[CH3:20].O>C(#N)C>[C:19]([NH:11][NH:10][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)(=[O:21])[CH3:20]

Komponenten

6

Edukt 4

HCID 962Water2×HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 3310889(4-Nitrophenyl)hydrazine

Produkt 1

HCID 3404344Acetic acid, 2-(4-nitrophenyl)hydrazideAusbeute 85,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

15.3 g of p-nitrophenylhydrazine and 10.1 g of triethylamine were dissolved in 100 ml of acetonitrile, and 7.9 g of acetyl chloride was added dropwise over 15 minutes with cooling with water. After conclusion of the addition, the mixture was stirred at 25° C. for 1 hour and thereafter 100 ml of water as added thereto. The precipitated crystals were filtered off, and washed with acetonitrile to obtain 16.6 g of 1-acetyl-2-(4-nitrophenyl)hydrazine. Yield: 16.6 g. Melting point: 209°-214° C.

Aufarbeitung

  1. additionAfter conclusion of the addition
  2. filtrationThe precipitated crystals were filtered off
  3. washwashed with acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-b65e700ecfd3487882665c1c0ba8bfa2
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04550070

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