Formaldehyde → 1-Hydroxymethyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole

HRID 1598785Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1598785
N12CCCN=C1CCCC=C2.[Cl:12][C:13]1[C:14]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=2[N+:25]([O-:27])=[O:26])=[N:15][NH:16][CH:17]=1.[CH2:28]=[O:29]>C1COCC1>[OH:29][CH2:28][N:16]1[CH:17]=[C:13]([Cl:12])[C:14]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=2[N+:25]([O-:27])=[O:26])=[N:15]1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 219795291,8-Diazabicyclo(5.4.0)undecen-7-eneHCID 178526739HCID 178526739, Verbindung

Produkt 1

HCID 540890501-Hydroxymethyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazoleAusbeute 95,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.40 ml of 1,8-diazabicyclo[5.4.0]undecen-7-ene is added, at room temperature, to a solution of 7.0 g (0.027 mol) of 4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole and 2.40 g of paraformaldehyde in 100 ml of THF. The reaction mixture is stirred for 4 hours at room temperature, concentrated under reduced pressure and taken up in a mixture of 150 ml of water and 150 ml of methylene chloride. The organic phase is dried over magnesium sulphate and concentrated under vacuum. 7.40 g of 1-hydroxymethyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole melting at 146° C. are obtained (yield: 95.5%).

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. additiontaken up in a mixture of 150 ml of water and 150 ml of methylene chloride
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1a86beb8383a411eaca84be8cb73f912
Quelldatensatz
uspto-grants-1998_04
Patentnummer
US05739153

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