HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 4-(3-chlorophenyl)-1,2-dihydro-2-oxo-6-[(4-phenyl-2-thiazolyl)carbonyl]-3-quinolinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Potassium | HCID 5462222 | — |
| Reactant | N-[2-(3-chlorobenzoyl)-4-[(4-phenyl-2-thiazolyl)carbonyl]phenyl]-3-oxo-beta-alanine ethyl ester | HCID 22048474 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Ethyl 4-(3-chlorophenyl)-1,2-dihydro-2-oxo-6-[(4-phenyl-2-thiazolyl)carbonyl]-3-quinolinecarboxylate | HCID 22048464 | 70% |
Reaction Steps
A mixture of intermediate (17) (0.048 mol) in DME (250 ml) was cooled on an ice bath and 2-methyl-2-propanol, potassium salt (0.096 mol) was added portionwise. The mixture was stirred at a low temperature for 15 min, poured out into ice water and acidified with HCl 3N. The precipitate was filtered off, washed with water, pasted up with CH3CN and diethyl ether, then dried, yielding 17.3 g (70%) of ethyl 4-(3-chlorophenyl)-1,2-dihydro-2-oxo-6-[(4-phenyl-2-thiazolyl)carbonyl]-3-quinolinecarboxylate (intermediate 18), mp 261° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067531B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-2d1c8edcb2c944b5a75a2d2e8d204d48 |
| Source note | uspto-grants-2006_06 |