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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36869Generated: October 27, 2026

Methylhydrazine → 3,4-Diazabicyclo[4.1.0]heptane-2,5-dione, 3,7,7-trimethyl-

https://huagongshe.com/reaction/36869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylhydrazineHCID 6061—
Reactant(1R,5S)-6,6-Dimethyl-3-oxabicyclo(3.1.0)hexane-2,4-dioneHCID 10374536—
SolventEthanolHCID 702—
Product3,4-Diazabicyclo[4.1.0]heptane-2,5-dione, 3,7,7-trimethyl-HCID 1070225527.4%

Reaction Steps

In 5 ml of ethyl alcohol were added 949 mg (6.77 mmol) of 3,3-dimethyl-1,2-cyclopropanedicarboxylic acid anhydride and 0.36 ml (6.77 mmol) of methylhydrazine, and the mixture was heated under reflux for 16 hours. The solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel column chromatography. Recrystallization from ethyl acetate/hexane afforded 312 mg (27.3%) of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05418232
Source datasetuspto-grants-1995_05
ORD IDord-2a6cd7bfa9714d75963585c41e32f66f
Source noteuspto-grants-1995_05