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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68951Generated: October 28, 2026

2-Methyl-2-butene → 1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carboxylic acid

https://huagongshe.com/reaction/68951

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-buteneHCID 10553—
ReactantSodium ChloriteHCID 23668197—
ReactantMonosodium phosphateHCID 23672064—
Reactant1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehydeHCID 86670476—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
Product1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carboxylic acidHCID 6696044744%

Reaction Steps

To a t-butanol (20 ml) and H2O (5 ml) solution of 1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehyde (2.25 g) and 2-methyl-2-butene (3.25 ml) were added sodium dihydrogenphosphate (0.92 g) and sodium chlorite (2.081 g), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, followed by extraction using ethyl acetate. The organic layer was dried with sodium sulfate, and was condensed under reduced pressure to give the title compound (0.98 g) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822453B2
Source datasetuspto-grants-2014_09
ORD IDord-9b38d54ade624f4eab116697882422c1
Source noteuspto-grants-2014_09