HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908548Generated: October 29, 2026
Phosgene → 5-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione
https://huagongshe.com/reaction/908548
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | 2-Amino-6-chlorobenzoic acid | HCID 75071 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 639058 | — |
Reaction Steps
In a 250 mL round-bottom flask under N2 was dissolved 2-amino-6-chlorobenzoic acid (11.69 g, 68 mmol) in 100 mL of 1,4-dioxane. The solution was cooled to 0° C. and to this solution was added phosgene (36 ml, 68 mmol) via a dropping funnel. The reaction mixture was stirred for 24 hours allowing to warm to 23° C. (rt). The resulting white solid was filtered off and washed with 1,4-dioxane and Et2O. Yield=12.5 g, 93%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017626B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-faa64f3344aa4819a2cbc7a12d859869 |
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| Source note | uspto-grants-2011_09 |
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