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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 751323Erstellt: 25. Oktober 2026

Chloroacetyl chloride → 2-chloro-N,N-diphenyl-Acetamide

https://huagongshe.com/reaction/751323

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetyl chlorideHCID 6577—
EduktTriethylamineHCID 8471—
EduktDiphenylamineHCID 11487—
LösungsmittelTolueneHCID 1140—
Produkt2-chloro-N,N-diphenyl-AcetamideHCID 22448183,8%
Produkt1-PhenyloxindoleHCID 314787—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

The title compound is prepared in accordance with the procedures described in Latrell, Bartmann, Granzier DE 2 707 268 (1978) as follows. A solution of diphenylamine (40 g, 237 mmol) and triethylamine (66.1 mL, 474 mmol) in toluene (65 mL) is added dropwise to a solution of chloroacetyl chloride (20.7 mL, 260 mmol) in toluene (40 mL) while cooling in an ice-water bath. The cold bath is removed and the reaction mixture is heated at 55-65° C. for 3 hr. The cooled reaction mixture is diluted with toluene (100 mL), filtered and the filtrate concentrated to give 2-chloro-N,N-diphenylacetamide (24.4 g, 42% yield) as a light brown solid. NMR (CDCl3) 7.56-7.19 (10H, m), 4.01 (2H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07405300B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-44ae802aadf344cbb7d0782b65822a65
Quellennotizuspto-grants-2008_07