Dimethylamine → N,N-Dimethyl-3-nitro-1H-pyrrol-2-amine
Reaction equation
Cl[C:2]1[NH:3][CH:4]=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8].[CH3:10][NH:11][CH3:12]>>[CH3:10][N:11]([CH3:12])[C:2]1[NH:3][CH:4]=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8]Participants
3
Conditions
- Temperature
- 100 °C
Procedure
This compound was prepared in a manner analogous to that set forth in Step C of Example 2, using 0.65 gram (0.0045 mole) of 2-chloro-3-nitropyrrole (prepared in Steps D-F of Example 1) and 5.0 mL (excess) of dimethylamine. The microwave chemical reactor was maintained at 100° C. during a 45-minute period, after which time the reaction was considered to be complete. The crude product was purified with column chromatography on silica gel. Elution was accomplished using 25% hexane in diethyl ether, then 100% diethyl ether as eluants. The appropriate fractions were combined and concentrated under reduced pressure, yielding 0.2 gram of the subject compound. The NMR spectrum was consistent with the proposed structure.
Workup
- customThis compound was prepared in a manner analogous to that set forth in Step C of Example 2
- customThe crude product was purified with column chromatography on silica gel
- washElution
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-a8e431aa4fb14b27bcb644c66a0a0bbe
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07943642B2
Reaction notes
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