Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877154Generated: October 25, 2026

Sodium Bicarbonate → 2-tert-Butyl-4H-1,3,4-oxadiazin-5(6H)-one

https://huagongshe.com/reaction/877154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantN'-(2-chloroacetyl)-2,2-dimethylpropanehydrazideHCID 54595759—
SolventDimethylformamideHCID 6228—
Product2-tert-Butyl-4H-1,3,4-oxadiazin-5(6H)-oneHCID 58136344—

Reaction Conditions

Temperature100 °C

Reaction Steps

8.34 g (43.29 mmol) of N′-(chloroacetyl)-2,2-dimethylpropanehydrazide were dissolved in 800 ml of dry DMF, and 4.24 g (50.52 mmol) of sodium bicarbonate were added. The reaction mixture was heated at 100° C. overnight. After cooling, the solvent was removed on a rotary evaporator, water was added to the residue and the mixture was acidified with 1 N hydrochloric acid. The mixture was extracted three times with ethyl acetate, and the combined organic phases were washed with water, dried over sodium sulfate and concentrated on a rotary evaporator. This gave 5.05 g of the target compound. The crude product was reacted further without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987256B2
Source datasetuspto-grants-2015_03
ORD IDord-271d273421ed4362b541e84fdde0b38c
Source noteuspto-grants-2015_03