Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 72829569 | HCID 72829569 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86609052 | HCID 86609052 | 95.6% |
Reaction Steps
An Erlenmeyer flask equipped with magnetic stirrer and oil bath for heating is charged with 5.0 g (0.046 mole) of o-aminophenol and 100 ml of dimethylformamide. The charge is stirred to dissolve o-aminophenol and 6.0 g (0.02 mole) of 6-fluoro-2-[2-(5-nitro-2-furyl)vinyl]-4-chloroquinazoline (IV) added. The reaction mixture is reacted at 80° to 90° C. for 2 hours to form an organic precipitate; 100 ml of water is added to the warm mixture which is then allowed to cool and placed overnight in a refrigerator to crystallize. The solids are collected, washed with methanol and dried to obtain 7.5 g of brown-tan solid. A solution of the product in 100 ml of dimethylformamide is treated with activated carbon and filtered. A first portion of 75 ml of methanol is added to the warm filtrate then an additional 25 ml portion. Cooling and scratching gives 5.5 g of orange crystals of the purified product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07410974B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-33e279516a4a4bfa94061e28e647544a |
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| Source note | uspto-grants-2008_08 |
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