Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Hydrocarbostyril | HCID 64796 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 120067-47-2 | HCID 14373255 | 73.8% |
Reaction Steps
To a stirred amount of 45.3 parts of aluminiumtrichloride were added drop wise 6.9 parts of N,N-dimethylformamide. After stirring for 5 min. at 70° C., there were added portionwise 5 parts of 3,4-dihydroquinolin-2(1H)-one and, after another 5 min., 4.7 parts of benzoylchloride. Stirring at 70° C. was continued for 2 hours and then the reaction mixture was carefully poured into ice-water. There were added 50 ml of HCl 12N and the whole was stirred for 15 min. The precipitate was filtered off and boiled in 2-propanol. The product was filtered off, washed with 2-propanol and 2,2'-oxybispropane and dried in vacuo at 60° C., yielding 6.3 parts (73.8%) of 6-benzoyl-3,4-dihydro-2(1H)-quinolinone; mp. 211.0° C. (interm. 18).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05441954 |
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| Source dataset | uspto-grants-1995_08 |
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| ORD ID | ord-49fb8eae67334c018f85d016e64709d2 |
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| Source note | uspto-grants-1995_08 |
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