HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroformate → 5h-Pyrrolo[1,2-b]cinnolin-10-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl ester | HCID 13457759 | — |
| Reactant | 1-Amino-2-(2-fluorobenzyl)pyrrole | HCID 19838770 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5h-Pyrrolo[1,2-b]cinnolin-10-one | HCID 11321346 | — |
Reaction Steps
A solution of [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl ester (60.0 g, prepared from 1-amino-2-(2-fluorobenzyl)pyrrole and ethyl chloroformate in substantially the same manner as in Example 3) in 250 ml of ethanol was treated with a solution of potassium hydroxide (51 g) in 150 ml of water and then the mixture was heated at reflux for 1 hour. The ethanol was evaporated and the aqueous layer washed with 3×500 ml of ether. The aqueous phase was then adjusted to pH 5 with 6N HCl and the product collected by filtation. Oven drying yielded 20 g of a yellow powder, mp>300° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04883794 |
| Source dataset | uspto-grants-1989_11 |
| ORD ID | ord-1830f54689b2455d846521cb8260a50c |
| Source note | uspto-grants-1989_11 |