Potassium Carbonate → 2-Decylsulfonyl-4-pyrrolidinonitrobenzene

HRID 1530785Notes

Reaction equation

HRID 1530785 reaction equation
[CH2:1]([S:13]([C:16]1[CH:21]=[C:20](Cl)[CH:19]=[CH:18][C:17]=1[N+:23]([O-:25])=[O:24])(=[O:15])=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]CC.[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1.C(=O)([O-])[O-].[K+].[K+].CC(N(C)C)=O>O>[CH2:1]([S:13]([C:16]1[CH:21]=[C:20]([N:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)[CH:19]=[CH:18][C:17]=1[N+:23]([O-:25])=[O:24])(=[O:14])=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 31374DimethylacetamideHCID 183562922-Dodecylsulfonyl-4-chloronitrobenzene

Product 1

HCID 212526452-Decylsulfonyl-4-pyrrolidinonitrobenzeneYield 45.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 27.5 g of 2-dodecylsulfonyl-4-chloronitrobenzene, 5.5 g of pyrrolidine, 138 g of potassium carbonate and 70 ml of dimethylacetamide was stirred for 3 hours at 90° C. To this reaction mixture was added 210 ml of water, and the precipitated crystal was collected by filtration and recrystallized with acetonitrile to obtain 12.7 g of 2-decylsulfonyl-4-pyrrolidinonitrobenzene.

Workup

  1. filtrationthe precipitated crystal was collected by filtration
  2. customrecrystallized with acetonitrile

Sources & evidence

ORD record
ord-18e75f44964048e0bd72911995e12328
Source dataset
uspto-grants-2001_03
Patent number
US06197725B1

Reaction notes

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