2,5-Dichloronitrobenzene → HCID 67322174, compound

HRID 1846632Notes

Reaction equation

HRID 1846632 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[NH:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:14][CH2:13]1>C(#N)C>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([N:12]2[CH2:13][CH2:14][CH:15]([CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[CH2:16][CH2:17]2)=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

4

Reactant 2

HCID 69772,5-DichloronitrobenzeneHCID 2962921-[2-(Piperidin-4-yl)ethyl]piperidine

Product 1

HCID 67322174HCID 67322174, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
175 °C

Procedure

A mixture of 0.576 g (3.00 mmol) of 2,5-dichloronitrobezene and 0.589 g (3.00 mmol) of 1-(2-piperidin-4-yl-ethyl)-piperidine in acetonitrile (5 mL) are heated at 175° C. in a microwave reactor for 30 minutes. The mixture is cooled to room temperature and concentrated under reduced pressure to provide 0.95 g (90% yield) of 1-(4-chloro-2-nitro-phenyl)-4-(2-piperidin-1-yl-ethyl)-piperidine.

Workup

  1. temperatureThe mixture is cooled to room temperature
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a220f020848e49d29f8d1a6290e9c757
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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