Triethylamine → HCID 19737965, compound

HRID 2255501Notes

Reaction equation

HRID 2255501 reaction equation
Cl.Cl.[CH3:3][O:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.C(N(CC)CC)C.[S:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[S:25](Cl)(=[O:27])=[O:26]>C1COCC1>[CH3:3][O:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10]([S:25]([C:21]2[S:20][CH:24]=[CH:23][CH:22]=2)(=[O:27])=[O:26])[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 855182-Thiophenesulfonyl chlorideHCID 21838655HCID 21838655, compound

Product 1

HCID 19737965HCID 19737965, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of 1-(2-methoxyethyl)piperazine dihydrochloride (2.61 g, 12.0 mmol) in THF (100 mL) was added triethylamine (10 mL) and the resulting mixture was stirred for 10 min. Then a solution of 2-thiophenesulfonyl chloride (1.98 g, 10.84 mmol) was added in THF (3 mL) over 5 min. The reaction mixture was allowed to stir at room temperature for 1 h, the volatiles were evaporated and the residue was extracted with ethyl acetate (3×100 mL). The combined extracts were washed with a saturated sodium bicarbonate solution (50 mL), brine and dried over molecular sieves. Evaporation to dryness gave a viscous oil (2.09 g, 75%).

Workup

  1. stirringto stir at room temperature for 1 h
  2. customthe volatiles were evaporated
  3. extractionthe residue was extracted with ethyl acetate (3×100 mL)
  4. washThe combined extracts were washed with a saturated sodium bicarbonate solution (50 mL), brine
  5. customdried over molecular sieves
  6. customEvaporation to dryness

Sources & evidence

ORD record
ord-35081c8be57141d6bcda11ba7979ca94
Source dataset
uspto-grants-1993_08
Patent number
US05240923

Reaction notes

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