Thionyl Chloride → 3-(Morpholin-4-yl)propane-1-sulfonyl chloride hydrochloride

HRID 1107095Notes

Reaction equation

HRID 1107095 reaction equation
S(Cl)([Cl:3])=O.[N:5]1([CH2:11][CH2:12][CH2:13][S:14]([OH:17])(=O)=[O:15])[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1>CN(C)C=O>[ClH:3].[N:5]1([CH2:11][CH2:12][CH2:13][S:14]([Cl:3])(=[O:17])=[O:15])[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 70807Mops

Product 1

HCID 220077423-(Morpholin-4-yl)propane-1-sulfonyl chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Thionyl chloride (10 ml) was added to 4-morpholinepropane sulfonic acid (4.4 g) followed by dimethylformamide (0.2 ml). The mixture was heated at reflux under nitrogen for 5 h. The thionyl chloride was removed in vacuo and the residue triturated with acetonitrile and filtered to give a white solid. This was dried at 80° C. in vacuo to give the title compound as a white solid (2.7 g).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux under nitrogen for 5 h
  3. customThe thionyl chloride was removed in vacuo
  4. customthe residue triturated with acetonitrile
  5. filtrationfiltered
  6. customto give a white solid
  7. customThis was dried at 80° C. in vacuo

Sources & evidence

ORD record
ord-42727d70ac49408ab6b4a4b3b77a8175
Source dataset
uspto-grants-2000_05
Patent number
US06057457

Reaction notes

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