Oxalyl chloride → 2-(2-Chloro-phenyl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride

HRID 857855

Reaktionsgleichung

Reaktionsgleichung von HRID 857855
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13](O)=[O:14])=[CH:11][C:10]([C:16]([F:19])([F:18])[F:17])=[N:9]1.C(Cl)(=O)C([Cl:23])=O>C(Cl)Cl.CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]([Cl:23])=[O:14])=[CH:11][C:10]([C:16]([F:19])([F:18])[F:17])=[N:9]1

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 179605961-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Produkt 1

HCID 574582382-(2-Chloro-phenyl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysator2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A sample of crude 1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (40.8 g, 0.14 mole) was dissolved in methylene chloride (300 mL). The solution was treated with oxalyl chloride (15.7 mL, 0.18 mole), followed by N,N-dimethylformamide (12 drops). Off-gassing began shortly after adding the N,N-dimethylformamide catalyst. The reaction mixture was stirred for about 20 minutes under ambient conditions, then was heated to reflux for a period of 35 minutes. Volatiles were removed by concentrating the reaction mixture on a rotary evaporator at a bath temperature of 55° C. The crude product, approximately 43 g of a light-yellow oil, was used directly in the next step.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for a period of 35 minutes
  3. customVolatiles were removed
  4. concentrationby concentrating the reaction mixture
  5. customon a rotary evaporator at a bath temperature of 55° C

Quellen und Nachweise

ORD-Eintrag
ord-1f8d13c2c7e7460c87a392302273857d
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07148217B2

Verknüpfte Notizen

Wird geladen…