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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N'-(2-chloroacetyl)-2,2-dimethylpropanehydrazide | HCID 54595759 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-tert-Butyl-4H-1,3,4-oxadiazin-5(6H)-one | HCID 58136344 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08987256B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-271d273421ed4362b541e84fdde0b38c |
|---|
| Source note | uspto-grants-2015_03 |
|---|