HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1678101Erstellt: 26. Oktober 2026
Chloroacetyl chloride → 2-chloro-N,N-diphenyl-Acetamide
https://huagongshe.com/reaction/1678101
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Chloroacetyl chloride | HCID 6577 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Diphenylamine | HCID 11487 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-chloro-N,N-diphenyl-Acetamide | HCID 224481 | 83,8% |
| Produkt | 1-Phenyloxindole | HCID 314787 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08008491B2 |
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| Quelldatensatz | uspto-grants-2011_08 |
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| ORD ID | ord-ad303c449858427786923d2dbe0b7b3e |
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| Quellennotiz | uspto-grants-2011_08 |
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