Phosphorus oxychloride → N'-(2,6-dichloro-4-trifluoromethylphenyl)-chloroacetohydrazonoyl chloride

HRID 896798

Reaktionsgleichung

Reaktionsgleichung von HRID 896798
P(Cl)(Cl)([Cl:3])=O.[Cl:6][C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[C:9]([Cl:17])[C:8]=1[NH:18][NH:19][C:20](=O)[CH2:21][Cl:22]>C1(C)C=CC=CC=1>[Cl:6][C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[C:9]([Cl:17])[C:8]=1[NH:18][N:19]=[C:20]([Cl:3])[CH2:21][Cl:22]

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 22015908N'-(2,6-dichloro-4-trifluoromethylphenyl)-chloroacetohydrazide

Produkt 1

HCID 86591113N'-(2,6-dichloro-4-trifluoromethylphenyl)-chloroacetohydrazonoyl chlorideAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Phosphoryl chloride (500 microliters, 1.7 equivalents) was added in one portion to a stirred solution of N′-(2,6-dichloro-4-trifluoromethylphenyl)-chloroacetohydrazide (1.0 g, 3.11 mmol) in toluene (20 ml) and heated at 70° C. under an argon atmosphere for 20 hours. The cooled mixture was evaporated and the residue extracted with cyclohexane. The extracts were combined and evaporated to give the title compound (0.971 g) as an orange oil, NMR 4.4(s,2H), 7.55(s,2H), 7.7(s,1H). The yield was 90%.

Aufarbeitung

  1. customThe cooled mixture was evaporated
  2. extractionthe residue extracted with cyclohexane
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2179bc0357b14a7a9705aade40505697
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06919462B2

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