4-Toluenesulfonyl chloride → HCID 72315987, compound

HRID 1765049Notes

Reaction equation

HRID 1765049 reaction equation
[S:1](Cl)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[OH:12][CH2:13][CH2:14][NH:15][CH2:16][CH:17]([OH:19])[CH3:18]>N1C=CC=CC=1>[OH:19][CH:17]([CH3:18])[CH2:16][N:15]([S:1]([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2])[CH2:14][CH2:13][O:12][S:1]([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2]

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 981772-Propanol, 1-[(2-hydroxyethyl)amino]-

Product 1

HCID 72315987HCID 72315987, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Tosyl chloride (11.60 g, 60.80 mmol) was added in small portions to a stirred solution of 1-(2-Hydroxy-ethylamino)-propan-2-ol (3.60 g, 30.25 mmol) in anhydrous pyridine at 0° C. The reaction was stirred at room temperature for 24 h and then poured onto ice-water (200 ml). The mixture was extracted into DCM (100 ml). The organic extract was washed with 2N HCl, water, and was evaporated in vaccuo to give a brown residue which was used without further purification.

Workup

  1. additionpoured onto ice-water (200 ml)
  2. extractionThe mixture was extracted into DCM (100 ml)
  3. extractionThe organic extract
  4. washwas washed with 2N HCl, water
  5. customwas evaporated in vaccuo
  6. customto give a brown residue which
  7. customwas used without further purification

Sources & evidence

ORD record
ord-048632606cda4deaad164b182631352d
Source dataset
uspto-grants-2007_06
Patent number
US07226918B2

Reaction notes

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