HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylhydrazine → 3,4-Diazabicyclo[4.1.0]heptane-2,5-dione, 3,7,7-trimethyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylhydrazine | HCID 6061 | — |
| Reactant | (1R,5S)-6,6-Dimethyl-3-oxabicyclo(3.1.0)hexane-2,4-dione | HCID 10374536 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3,4-Diazabicyclo[4.1.0]heptane-2,5-dione, 3,7,7-trimethyl- | HCID 10702255 | 27.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05418232 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-2a6cd7bfa9714d75963585c41e32f66f |
| Source note | uspto-grants-1995_05 |