HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Pyroglutamic Acid → 5-[[4-[2-(4-Morpholinyl)-2-oxoethyl]-1-piperazinyl]carbonyl]-2-pyrrolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Pyroglutamic Acid | HCID 7405 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-(Morpholinocarbonylmethyl)piperazine | HCID 100622 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-[[4-[2-(4-Morpholinyl)-2-oxoethyl]-1-piperazinyl]carbonyl]-2-pyrrolidinone | HCID 14053694 | 93.9% |
Reaction Steps
Pyroglutamic acid (1.6 g), 2.1 g of 1-(morpholinocarbonylmethyl)piperazine, 2.47 g of DCC and 130 ml of acetonitrile were heated to reflux for 48 hours with stirring. The insoluble matter was removed by filtering the reaction mixture and the solvent was evaporated from the filtrate in vacuo. The residue was subjected to a silica gel column chromatography to give 3.0 g of the product. This was recrystallized from a mixture of ethyl acetate, isopropanol and n-hexane to give 2.6 g of desired product, m.p. 167°-169° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05102882 |
| Source dataset | uspto-grants-1992_04 |
| ORD ID | ord-f529f40e8bae4bf796159c65f8c468db |
| Source note | uspto-grants-1992_04 |