HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalic Anhydride → 1-Cyclohexyl-5-ethyl-5-phthalimidobarbituric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | 5-Azido-1-cyclohexyl-5-ethylbarbituric acid | HCID 15424933 | — |
| Reactant | 5-Amino-1-cyclohexyl-5-ethylbarbituric acid | HCID 15424936 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 1-Cyclohexyl-5-ethyl-5-phthalimidobarbituric acid | HCID 10134558 | 61.3% |
Reaction Steps
A mixture of about 500 mg (about 2 mmol) of 5-amino-1-cyclohexyl-5-ethylbarbituric acid available from 5-azido-1-cyclohexyl-5-ethylbarbituric acid as described in Guetschow, M. et al., Synthesis, 1999, 410-414 (incorporated herein by reference) and about 300 mg (about 2 mmol) of phthalic anhydride and about 20 mL of glacial acetic acid was refluxed for about 5 hours. The mixture was cooled to room temperature and the precipitate was filtered off. The precipitate was next washed with H2O and dried to give about 470 mg of 1-cyclohexyl-5-ethyl-5-phthalimidobarbituric acid (a yield of about 61%). The 1-cyclohexyl-5-ethyl-5-phthalimidobarbituric acid had a melting point of about 248 to about 253° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716315B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-bdccf1e377dd46f8b5e517fe86bb3744 |
| Source note | uspto-grants-2014_05 |