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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887550Generated: October 30, 2026

Methyl iodide → 2,2,4-trimethyl-6-nitro-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/887550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2,2-Dimethyl-6-nitro-2H-benzo[B][1,4]oxazin-3(4H)-oneHCID 10656631—
SolventDimethylformamideHCID 6228—
Product2,2,4-trimethyl-6-nitro-2H-1,4-benzoxazin-3(4H)-oneHCID 13665543—

Reaction Steps

2,2-Dimethyl-6-nitro-4H-benzo[1,4]oxazin-3-one (1.1 g) was mixed with MeI (850 mg, Aldrich), K2CO3 (1.38 g, Aldrich) and DMF (30 ml, Aldrich) at 40° C. for 48 h. The DMF was removed in vacuo and the residue was diluted with EtOAc (80 ml). The organic phase was washed with H2O (50 ml), aqueous Na2SO3 (50 ml) and brine (50 ml). The resulting solution was dried (MgSO4) and concentrated to provide the compound which was used as is for the next reaction step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247430B2
Source datasetuspto-grants-2012_08
ORD IDord-dc37ecda0d76486c8224f3e43c0b5add
Source noteuspto-grants-2012_08