Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 6-Nitro-2,4(1H,3H)-quinazolinedione | HCID 816982 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18326384 | HCID 18326384 | 35.9% |
Reaction Steps
To 300 mg (1.45 mmol) of 6-nitroquinazoline-2,4 (1H,3H)-dione were added 1 ml of 1,3-dimethyl-2-imidazolidinone and 1.23 g (8.05 mmol) of phosphorus oxychloride, and the resulting mixture was subjected to heating under reflux for 3 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 3 ml of acetonitrile, followed by addition of 4.05 ml (29.00 mmol) of triethylamine and 0.89 ml (8.70 mmol) of cyclopentylamine and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 152 mg (yield: 35.9%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06339089B2 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-51624ec3ae164dddb4035433328026f9 |
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| Source note | uspto-grants-2002_01 |
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