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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1003328Generated: October 30, 2026

3-Chloro-1,2-benzoxazole → N-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine

https://huagongshe.com/reaction/1003328

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-1,2-benzoxazoleHCID 2779780—
ReactantMethyl(2-(morpholin-4-yl)ethyl)amineHCID 14979282—
ProductN-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amineHCID 1545342923.5%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a sealed tube was added 3-chloro-1,2-benzisoxazole (3.0 g) and N-methyl-N-[2-(4-morpholinyl)ethyl]-amine (12.7 g). The reaction was heated to 140° C. over 72 hours and then cooled to room temperature. The residue was partitioned between EtOAc and water, extracted again with EtOAc, and the organic phase was dried over MgSO4 and concentrated in vacuo. Flash column chromatography (silica gel) eluting with 1-3% MeOH/DCM provided the product (1.2 g), as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06046203
Source datasetuspto-grants-2000_04
ORD IDord-01538e2561c94a6a81fa7035cfae266f
Source noteuspto-grants-2000_04