HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 862893Generated: October 30, 2026
2,4,6-Trimethylbenzoic acid → 3-(2,4-Dichlorophenyl)-6-fluoroquinazoline-2,4(1H,3H)-dione
https://huagongshe.com/reaction/862893
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,4,6-Trimethylbenzoic acid | HCID 10194 | — |
| Reactant | 2,4-Dichloronitrobenzene | HCID 11899 | — |
| Reactant | 3,4,7,8-Tetramethyl-1,10-phenanthroline | HCID 74265 | — |
| Reactant | Methyl 2-amino-5-fluorobenzoate | HCID 2783401 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(2,4-Dichlorophenyl)-6-fluoroquinazoline-2,4(1H,3H)-dione | HCID 4021277 | 51% |
Reaction Steps
17.2% by weight of 2,4-dichloronitrobenzene, 15.6% by weight of methyl 5-fluoroanthranilate, 1.5% by weight of Pd--C (5%), 1.0% by weight of 2,4,6-trimethylbenzoic acid and 0.4% by weight of 3,4,7,8-tetramethyl-1,10-phenanthroline are dissolved in 64.3% by weight of toluene and filled into an HC-4 autoclave. A pressure of 100 bar of CO is set and the temperature is increased to 180° C. After 2 hours, the autoclave is allowed to cool, and the product is filtered off together with the active carbon and recrystallized from dichlorobenzene. 51% of 3-(2,4-dichlorophenyl)-6-fluoro-2,4(1H,3H)-quinazolinedione is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05719284 |
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| Source dataset | uspto-grants-1998_02 |
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| ORD ID | ord-1d181185c3ff4e46a39c42eee54d8537 |
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| Source note | uspto-grants-1998_02 |
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