Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formamide | HCID 713 | — |
| Reactant | 2-Amino-4,5-difluorobenzoic acid | HCID 735965 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178518023 | HCID 178518023 | 84% |
Reaction Steps
To a stirring mixture of formamide (10 mL) and glacial acetic acid (2.5 mL) was added 2-amino-4,5-difluorobenzoic acid (2.0 g, 11.6 mmol) and the solution stirred at 125° C. for 8 hours. After cooling to room temperature, the reaction was diluted with H2O (100 mL) and the resulting solid filtered and dried under vacuum to give 6,7-difluoro-4-hydroxyquinazoline (1.77 g, 9.7 mmol, 84%). 1H NMR (300 MHz, DMSO-d6) δ 12.49 (br s, 1H), 8.15 (s, 1H), 8.04 (dd, 1H), 7.76 (dd, 1H); LC-MS (ESI) m/z 183 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09320739B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-694d17aea88d47d297485cb6c64001e5 |
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| Source note | uspto-grants-2016_04 |
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