HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606478Generated: October 29, 2026
Dimethylformamide → Ethyl 6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxylate
https://huagongshe.com/reaction/606478
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl 6-iodo-4-oxo-3,4-dihydroquinazoline-2-carboxylate | HCID 136014453 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | Ethyl 6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxylate | HCID 136054489 | 68% |
Reaction Steps
A suspension of ethyl 6-iodo-4-oxo-3,4-dihydroquinazoline-2-carboxylate (2.00 g, 5.81 mmol), zinc cyanide (375 mg, 3.19 mmol) and tetrakis(triphenylphosphine)palladium (336 mg, 0.29 mmol) in DMF (10 mL) was stirred at 80° C. for 5 hr under argon atmosphere. After cooling to room temperature, ethyl acetate was added to the reaction mixture. The precipitated solid was collected by filtration, washed with ethyl acetate, diisopropyl ether and water, dried over diphosphorus pentaoxide under reduced pressure to give the title compound as a pale-yellow powder (965 mg, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915267B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-9df02a159c364311a50b8e63885e558e |
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| Source note | uspto-grants-2011_03 |
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