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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080424Generated: October 31, 2026

Sodium Carbonate → 3-[[2-(4-Morpholinyl)ethyl]amino]-1,2-benzisoxazol-6-ol

https://huagongshe.com/reaction/1080424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant6-Methoxy-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amineHCID 18796456—
SolventHydrogen BromideHCID 260—
Product3-[[2-(4-Morpholinyl)ethyl]amino]-1,2-benzisoxazol-6-olHCID 13581505936.3%

Reaction Steps

6-Methoxy-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine (2.9 g) was dissolved in 48% hydrobromic acid (50 ml) and heated to reflux under nitrogen for 3 hours. The reaction was cooled to room temperature, neutralized with saturated sodium carbonate (Na2CO3) solution, and extracted with EtOAc. The organic phase was dried over MgSO4 and concentrated in vacuo. Flash chromatography (silica gel) eluting with 3:2 acetone/heptane and subsequently titration with DCM/heptane provided the product (1.0 g), m.p. 151°-152° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05580982
Source datasetuspto-grants-1996_12
ORD IDord-9df60feab8ee4eefa4b48a40c2518e96
Source noteuspto-grants-1996_12