HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475614Generated: October 31, 2026
Salicylic Acid → 2-(2-Hydroxyphenyl)-4H-1,3-benzoxazin-4-one
https://huagongshe.com/reaction/1475614
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Salicylic Acid | HCID 338 | — |
| Reactant | Salicylamide | HCID 5147 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 2-(2-Hydroxyphenyl)-4H-1,3-benzoxazin-4-one | HCID 135685723 | — |
Reaction Steps
Xylene (1.5 L) and salicylic acid (1 Kg.) was added to a 5 L 4-neck round bottom flask equipped with a mechanical stirrer and thermocouple. Thionyl chloride (1.29 kg) was added at 10° C. to 15° C. After addition of thionyl chloride reaction mass is stirred at 10° C. to 15° C. for 30 minutes. Reaction mass is heated at 35-40° C. for 1 hr. Salicylamide solution (0.891 kg in 2.0 lit of Xylene) was added in reaction mass at 25° C.-30° C. After addition reaction mass was gradually heated at 80° C.-126° C. and stirred for 2 hrs. After the completion of reaction excess of Xylene was distilled out. Methanol was added in the reaction mass at 70° C.-80° C. and stirred for 1 hr. gradually cooled the reaction mass at 25-30° C. Filtered the solid and washed with Methanol and sucked it dry. Dry the obtained solid at 55-60° C. under vacuum tray drier.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018389B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-b39a84a6c688470690eb53ca775c6e2c |
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| Source note | uspto-grants-2015_04 |
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