Triethylamine → HCID 2842418, compound

HRID 1398072Notes

Reaction equation

HRID 1398072 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10](Cl)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.C(N(CC)CC)C>ClCCl>[CH3:14][N:15]1[CH2:20][CH2:19][N:18]([S:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)(=[O:12])=[O:11])[CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 84763-Nitrobenzenesulfonyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 2842418HCID 2842418, compoundYield 79.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 500 mg (2.26 mmol) of 3-nitrobenzenesulfonyl chloride in 30 mL of dichloromethane were added 275 μL (2.48 mmol) of N-methylpiperazine and 786 μL (5.64 mmol) of triethylamine, and the mixture was stirred for 1 hour at room temperature. The reaction mixture was extracted with dichloromethane and the organic layer was washed with water and saturated saline solution, and then, dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was treated with diethyl ether to give 510 mg (79%) of the title compound.

Workup

  1. extractionThe reaction mixture was extracted with dichloromethane
  2. washthe organic layer was washed with water and saturated saline solution
  3. dry with materialdried over with anhydrous sodium sulfate
  4. customThe solvent was removed under reduced pressure
  5. additionthe residue was treated with diethyl ether

Sources & evidence

ORD record
ord-72f64230d404419496c5193003c73f93
Source dataset
uspto-grants-2014_12
Patent number
US08901315B2

Reaction notes

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