Cyclohexene → HCID 21082854, compound

HRID 347589Notes

Reaction equation

HRID 347589 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([N+:11]([O-])=O)=[CH:4][N:3]=1.[CH3:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.[H][H].C1CCCCC=1>C(O)C.[Pd]>[CH3:14][N:15]1[CH2:20][CH2:19][N:18]([C:2]2[C:7]([NH2:8])=[CH:6][C:5]([NH2:11])=[CH:4][N:3]=2)[CH2:17][CH2:16]1

Participants

7

Reactant 4

HCID 8079CyclohexeneHCID 531671-MethylpiperazineHCID 757382-Chloro-3,5-dinitropyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 21082854HCID 21082854, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2 g of 1-(3,5-dinitropyrid-2-yl)-4-methylpiperazine, obtained according to Protocol A from 2-chloro-3,5-dinitropyridine and 4-methylpiperazine, were reduced by hydrogen transfer in 50 ml of ethanol in the presence of palladium-on-charcoal and 5 ml of cyclohexene. 1.63 g of 2-(4-methylpiperazin-1-yl)pyridine-3,5-diamine were obtained.

Sources & evidence

ORD record
ord-5b60f4ec84004133af22c6a0f06a40b4
Source dataset
uspto-grants-2007_02
Patent number
US07175670B2

Reaction notes

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