Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-3-Bromopropylphthalimide | HCID 21611 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,2-Dihydro-3-methyl-1,4,7b-triazacyclopent[cd)inden-2-one | HCID 135810294 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21190099 | HCID 21190099 | 31.7% |
Reaction Steps
To a suspension of 8.66 g (50 mmol) of 1,2-dihydro-3-methyl-1,4,7b-triazacyclopent[cd]inden-2-one in 100 ml of DMF was added, while stirring under ice-cooling, 2.20 g (55 mmol) of 60% sodium hydride (dispersion in oil). The mixture was stirred for 20 minutes at the same temperature. To the reaction mixture was added 13.14 g (50 mmol) of N-(3-bromopropyl)phthalimide. The mixture was stirred for 7 hours at 100° C. After cooling, the reaction mixture was poured into water, which was subjected to extraction with chloroform. The extract was dried over anhydrous magnesium sulfate, and, the solvent was then distilled off. The residue was crystallized from methylene chloride—ethanol to give 5.72 g of the desired compound (31.7%, pale brown solid substance).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06251905B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-6c01895c8173475082c4dc32277f90f5 |
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| Source note | uspto-grants-2001_06 |
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