Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910789Generated: November 2, 2026

Methyl iodide → HCID 67106673, compound

https://huagongshe.com/reaction/1910789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178429126HCID 178429126—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67106673HCID 6710667366.1%

Reaction Steps

To a stirred suspension of sodium hydride (0.2 g of 50% in mineral oil, 4.2 mmol) in THF was added (4,4-dimethyl-oxazolidin-2-ylidene)-(4-nitro-phenyl)-amine (1 g, 4.25 mmol), stirred for 30 min at r.t., followed by addition of iodomethane (0.71 g, 5.0 mmol). After a further 6 hours at r.t. the reaction was quenched with water and extracted with ethyl acetate. The extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give a residue which was purified by column chromatography over silica gel (60-120 mesh) using 15% ethyl acetate/petroleum ether as eluent to give (4-nitro phenyl)-(3,4,4-trimethyl-oxazolidin-2-ylidene)-amine (0.7 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604029B2
Source datasetuspto-grants-2013_12
ORD IDord-4e2fea706e1e4040a7d34aad9f494954
Source noteuspto-grants-2013_12