2,5-Dichloronitrobenzene → HCID 22097154, compound

HRID 1458845Notes

Reaction equation

HRID 1458845 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].C(=O)([O-])[O-].[K+].[K+].[CH2:18]([CH:20]([CH2:23][CH3:24])[CH2:21][NH2:22])[CH3:19]>CN(C)C=O.C1OCCOCCOCCOCCOCCOC1>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH:22][CH2:21][CH:20]([CH2:23][CH3:24])[CH2:18][CH3:19])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

6

Reactant 3

HCID 69772,5-DichloronitrobenzeneHCID 11430Potassium CarbonateHCID 120492-Ethyl butylamine

Product 1

HCID 22097154HCID 22097154, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 2855718-Crown-6CatalystHCID 6228DimethylformamideSolvent

Procedure

50.0 g (0.26 mol) of 2,5-dichloro-1-nitrobenzene, 71.9 g (0.52 mol) of potassium carbonate, 45.6 g (0.455 mol) of 2-ethylbutylamine and 0.5 g of 18-crown-6 in 250 ml of dimethylformamide were heated at 80° C. for 4 h. The mixture was then poured into a large quantity of ice-water, and the precipitate was filtered off with suction, dried and recrystallized from methanol to yield 41.8 g (63%) of the product.

Workup

  1. filtrationthe precipitate was filtered off with suction
  2. customdried
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-32382f1a72d44183baee5642d6580259
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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