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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 374084Generated: October 30, 2026

Methyl iodide → HCID 19809374, compound

https://huagongshe.com/reaction/374084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 19809380HCID 19809380—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 19809374HCID 19809374—

Reaction Steps

To a stirred suspension of 5 g (0.023 mole) of 4-chloro-6,7-dihydro-2-ethyl-5H-pyrimido[4,5-b][1,4]oxazin-6-one (prepared using the method of Melik-Ogandzhanyan, et al., Khimiya Geterotsiklicheskikh Soedinenii, 1985, 974) in 100 ml of N,N-dimethylformamide was added 0.75 g (0.025 mole) of 80% sodium hydride in oil. After ten minutes 3.5 g (0.025 mole) of methyl iodide was added. After two hours the solution was diluted with about 400 ml of water, and extracted thrice with 250 ml portions of chloroform. The extracts were washed with water, dried over magnesium sulfate, treated with decolorizing charcoal, and evaporated in vacuo. The resulting oil was triturated with a mixture of diethyl ether and hexanes to provide light green solid 4-chloro-6,7-dihydro-2-ethyl-5-methylpyrimido[4,5-b][1,4]oxazin-6-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05166343
Source datasetuspto-grants-1992_11
ORD IDord-855a69bf47344006a0a483fcd11010bd
Source noteuspto-grants-1992_11