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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 857855Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/857855

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxalyl chlorideHCID 65578—
Edukt1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acidHCID 17960596—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(2-Chloro-phenyl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl chlorideHCID 57458238—

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07148217B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-1f8d13c2c7e7460c87a392302273857d
Quellennotizuspto-grants-2006_12