Dimethylamine → HCID 11183508, compound

HRID 1528178Notes

Reaction equation

HRID 1528178 reaction equation
[CH3:1][NH:2][CH3:3].[CH3:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12](Cl)(=[O:14])=[O:13].O.C(OCC)(=O)C>O1CCCC1>[CH3:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([N:2]([CH3:3])[CH3:1])(=[O:14])=[O:13]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 962WaterHCID 8857Ethyl AcetateHCID 37458512-Methoxybenzenesulfonyl Chloride

Product 1

HCID 11183508HCID 11183508, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

72 ml (144 mmol, 3 eq) of a 2 M solution of dimethylamine in tetrahydrofuran were added dropwise to a solution of 9.90 g (47.9 mmol, 1 eq) of 2-methoxybenzenesulfonyl chloride in 300 ml of tetrahydrofuran at 0° C. under nitrogen. After 30 minutes, the reaction medium was hydrolyzed with water, and ethyl acetate was added. The organic phase was again washed with water, and then dried over anhydrous sodium sulfate, filtered and concentrated. 8.78 g of product were obtained in the form of a brown oil. Yield=85%.

Workup

  1. additionwas added
  2. washThe organic phase was again washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c2359bf91c2f4d0bb90a42427819b4c8
Source dataset
uspto-grants-2015_07
Patent number
US09090596B2

Reaction notes

Loading…