HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481022Generated: October 25, 2026
Ethyl orthoformate → 7-Chloro-3H-quinazolin-4-one
https://huagongshe.com/reaction/481022
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Amino-4-chlorobenzamide | HCID 12374837 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 7-Chloro-3H-quinazolin-4-one | HCID 135416175 | — |
Reaction Steps
To a solution of 2-amino-4-chlorobenzamide (58 g, 0.34 mol) in hot (60° C.) N-methylpyrrolidone (170 mL), triethylorthoformate (151 g, 1.02 mol, 3 equiv) and a 1,4-dioxane 5N HCl solution (ca. 15 mL) were added. The resulting solution was heated at 110° C. for 18 h. Then, the mixture was cooled to room temperature, was poured over cold water and was brought to pH 7 with saturated NaHCO3 solution. The formed precipitate was filtered, washed with water and dried to give the desired product as a slightly beige solid (58 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06653475B2 |
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| Source dataset | uspto-grants-2003_11 |
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| ORD ID | ord-ff4645a754444b7eb3b86fe3ed7b1d6e |
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| Source note | uspto-grants-2003_11 |
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