Nitric Acid → 1,4,5,8-Tetranitrodecahydropyrazino[2,3-b]pyrazine
Reaction equation
[N:1]([N:3]1[CH:12]2[CH:7]([N:8]([N+:16]([O-:18])=[O:17])[CH2:9][CH2:10][N:11]2[N+:13]([O-:15])=[O:14])[N:6]([N+:19]([O-:21])=[O:20])[CH2:5][CH2:4]1)=[O:2].[N+]([O-])(O)=[O:23]>>[N+:16]([N:8]1[CH:7]2[CH:12]([N:3]([N+:1]([O-:23])=[O:2])[CH2:4][CH2:5][N:6]2[N+:19]([O-:21])=[O:20])[N:11]([N+:13]([O-:15])=[O:14])[CH2:10][CH2:9]1)([O-:18])=[O:17]Participants
Conditions
- Temperature
- 0 °C
Procedure
A portion of 8-nitroso-1,4,5-trinitro-1,4,5,8-tetraazadecalin (1.0 g, 3.3 mmoles) was slowly added to 10 ml of well-stirred 100% nitric acid maintained at 0° C. over a 15-minute time period. The solution developed a light-yellow color. It was stirred for 5 additional minutes at 0° C., then the coupling bath was removed. The stirring was continued for 5 more minutes. The reaction mixture was quenched by pouring onto 20 g of ice. A white precipitate formed and was collected by vacuum filtration. It was washed well with water and dried. It weighed 0.72 g (2.2 mmoles, 68%) and decomposed at 236° C., but darkened above 200° C. It could be recrystallized to fine crystals by dissolving in hot cyclohexanone (1 g/10 ml) and adding an equal volume of ethanol. ##STR5##
Workup
- customthe coupling bath was removed
- customThe reaction mixture was quenched
- additionby pouring onto 20 g of ice
- customA white precipitate formed
- filtrationwas collected by vacuum filtration
- washIt was washed well with water
- customdried
- customdecomposed at 236° C.
- customdarkened above 200° C
- customIt could be recrystallized to fine crystals
- dissolutionby dissolving in hot cyclohexanone (1 g/10 ml)
- additionadding an equal volume of ethanol
Sources & evidence
- ORD record
- ord-243b6c6c727248b7851f945dec8fbc84
- Source dataset
- uspto-grants-1984_04
- Patent number
- US04443602
Reaction notes
Loading…