HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Bromide → N-ethyl 4-(4-pyridinyl)isatoic anhydride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | 1-Ethyl-1,4-dihydro-4-oxo-7-(2-pyridinyl)-3-quinolinecarboxylic acid | HCID 10334624 | — |
| Reactant | 7-(Pyridin-4-yl)-2H-3,1-benzoxazine-2,4(1H)-dione | HCID 13470443 | — |
| Product | N-ethyl 4-(4-pyridinyl)isatoic anhydride | HCID 10038659 | — |
Reaction Steps
It was found that the 4-(4-pyridinyl)isatoic anhydride prepared in the preceding examples could be converted to 1-ethyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylic acid by (a) alkylating it with ethyl bromide, as in Ranken et al., to produce N-ethyl-4-(4-pyridinyl)isatoic anhydride, (b) reacting the N-ethyl-4-(4-pyridinyl)isatoic anhydride with the potassium salt of ethyl formyl acetate to form ethyl 1-ethyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylate, and (c) hydrolyzing that ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04524203 |
| Source dataset | uspto-grants-1985_06 |
| ORD ID | ord-c6ec551346c44c13adae86f7567bc6f0 |
| Source note | uspto-grants-1985_06 |