Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Maleic Anhydride | HCID 7923 | — |
| Reactant | N4-(3-Bromophenyl)quinazoline-4,6-diamine | HCID 5328042 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53786874 | HCID 53786874 | 86% |
Reaction Steps
To a solution of 6-amino-4-[(3-bromophenyl)amino]quinazoline (0.78 g, 2.5 mmol) in 8 mL of DMF was added maleic anhydride (0.266 g, 2.7 mmol), and the mixture was heated with stirring in a 70° C. oil bath for 2.5 hours. The resulting suspension was cooled to room temperature and then diluted with water. The solid was collected, washed sequentially with a mixture of toluene/DMF (1:1), water, and IPA. The solid was dried in vacuo at 60° C. for 16 hours to afford 3-[4-(3-bromophenylamino)-quinazolin-6-ylcarbamoyl]-acrylic acid (Z) (0.87 g, 86%) as a pale yellow powder, mp 224-225° C. (decomposition with gas evolution).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06344459B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-3e5085de91fa4814a026008a5d598634 |
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| Source note | uspto-grants-2002_02 |
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