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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717773Generated: October 30, 2026

3,4-Dihydro-2H-1,4-benzoxazine → 63169-10-8

https://huagongshe.com/reaction/717773

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-Dihydro-2H-1,4-benzoxazineHCID 585096—
ReactantSodium NitriteHCID 23668193—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product63169-10-8HCID 2185961177.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

3,4-Dihydro-2H-benzo[1,4]oxazine (425 mg, 3.148 mmol) was dissolved in HCl (3N) at 0° C., and stirred for 5 min. at 0° C. A solution of sodium nitrite (217 mg, 3.148 mmol) in water was added at the same temperature, and the reaction mixture stirred at 0° C. for 1 h. After completion of reaction, water was added and the mixture extracted with DCM. The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure, to give 400 mg desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193728B2
Source datasetuspto-grants-2015_11
ORD IDord-3528499babf147549e375d59ab7f6117
Source noteuspto-grants-2015_11