Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 10286203 | HCID 10286203 | — |
| Reactant | Methylorthoformate | HCID 53629101 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 135589776 | HCID 135589776 | 96% |
Reaction Steps
In a 10 mL volume stainless pressure-resistant vessel equipped with a stirrer and a thermometer were placed 1.1 g (3.5 mmol) of methyl 5-methoxy-4-(4-chlorobutoxy)-anthranilate, 0.92 g (8.8 mmol) of methyl orthoformate, 0.67 g (8.8 mmol) of ammonium acetate, and 5 mL of methanol. The vessel was closed, and the reaction was carried out at 90-95° C. for 8 hours. After the reaction was complete, 50 mL of water was added to the reaction mixture. The aqueous reaction mixture was stirred at 25° C. for one hour, to precipitate a crystalline product. The crystalline product was collected by filtration and dried at 60° C. under reduced pressure, to give 0.94 g (isolated yield: 96%) of 6-methoxy-7-(4-chlorobutoxy)quinazolin-4-one as a gray crystalline product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367824B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-d73df4b868e84452a857d9ecf90ea218 |
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| Source note | uspto-grants-2013_02 |
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