HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperazine → HCID 58228556, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | p-Chlorophenoxyacetyl chloride | HCID 77771 | — |
| Reactant | HCID 58228561 | HCID 58228561 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 58228556 | HCID 58228556 | — |
Reaction Steps
Briefly, 2-amino-4-chlorobenzoic acid was acylated with propionyl chloride in triethylamine (TEA) and tetrahydrofuran (THF). The acylated compound was refluxed with 2-ethoxyaniline in phosphorus trichloride and toluene to produce 2-ethyl-7-chloro-3-(2-ethoxyphenyl)quinazolin-4(3H)-one. The 2-ethyl-7-chloro-3-(2-ethoxyphenyl)quinazolin-4(3H)-one was brominated with N-bromosuccinimide (NBS) in carbon tetrachloride, the product of which was subsequently reacted with piperazine in THF. The piperazinyl moiety was acylated with 4-chlorophenoxyacetyl chloride in THF and TEA to yield the final product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575143B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-447fcaaa3e354c588790c82c819fc01a |
| Source note | uspto-grants-2013_11 |