HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(4-((oxiran-2-yl)methoxy)phenyl)acetamide → 1-[3-(p-Acetamido-phenoxy)-2-hydroxypropyl]-4-(2-oxo-hexahydro-1-pyrimidinyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(4-((oxiran-2-yl)methoxy)phenyl)acetamide | HCID 2798712 | — |
| Reactant | 1-(Piperidin-4-yl)-1,3-diazinan-2-one | HCID 15572666 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-[3-(p-Acetamido-phenoxy)-2-hydroxypropyl]-4-(2-oxo-hexahydro-1-pyrimidinyl)piperidine | HCID 20368058 | — |
Reaction Steps
A solution of 19.35 g of 1-(p-acetamido-phenoxy)-2,3-epoxy-propane and 9.15 g of 1-(4-piperidyl)-2-oxo-hexahydropyrimidine in 10 ml of abs. ethanol is heated to 95° C. The reaction product crystallises out at boiling heat after about 5 minutes. The crystal broth is diluted with 10 ml of abs. ethanol and heated for a further 5 hours. When the reaction is terminated the batch is evaporated in vacuo and the residue is recrystallised from abs. ethanol/ether to yield the 1-[3-(p-acetamido-phenoxy)-2-hydroxypropyl]-4-(2-oxo-hexahydro-1-pyrimidinyl)-piperidine, which melts at 218°-221° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04075335 |
| Source dataset | uspto-grants-1978_02 |
| ORD ID | ord-cac0f19e89d84616a9e5e2d800025f67 |
| Source note | uspto-grants-1978_02 |