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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703069Generated: October 30, 2026

Methyl iodide → HCID 19809374, compound

https://huagongshe.com/reaction/703069

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 5g (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 0.75g (0.025 mole) of 80% sodium hydride in oil. After ten minutes 3.5g (0.025 mole) of methyl iodide was added. After two hours the solution was diluted with about 400ml of water, and extracted thrice with 250ml 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 numberUS04981850
Source datasetuspto-grants-1991_01
ORD IDord-a4a302e9337b4d2087a9cff1f906574b
Source noteuspto-grants-1991_01