Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37118Generated: October 30, 2026

O-Methylhydroxylamine hydrochloride → 6-cyano-3,4-dihydro-4-(5-methoxyimino-1-cyclopenten-1-yl)-2,2-dimethyl-2H-1,4-benzoxazine

https://huagongshe.com/reaction/37118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
Reactant6-cyano-3,4-dihydro-2,2-dimethyl-4-(5-oxo-1-cyclopenten-1-yl)-2H-1,4-benzoxazineHCID 10730617—
SolventPyridineHCID 1049—
Product6-cyano-3,4-dihydro-4-(5-methoxyimino-1-cyclopenten-1-yl)-2,2-dimethyl-2H-1,4-benzoxazineHCID 5391031678.2%

Reaction Steps

In 3 ml of pyridine was dissolved 0.3 g of 6-cyano-3,4-dihydro-2,2-dimethyl-4-(5-oxo-1-cyclopenten-1-yl)-2H-1,4-benzoxazine followed by addition of 0.26 g of methoxyamine hydrochloride. The mixture was stirred at room temperature overnight and the solvent was then distilled off under reduced pressure. The residue was poured in water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled Off under reduced pressure. Finally the residue was washed with ethanol-ether to give 0.26 g of 6-cyano-3,4-dihydro-4-(5-methoxyimino-1-cyclopenten-1-yl)-2,2-dimethyl-2H-1,4-benzoxazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420126
Source datasetuspto-grants-1995_05
ORD IDord-ae7e2fa6f93645d18f2670d5ab1da1d7
Source noteuspto-grants-1995_05