4-Toluenesulfonyl chloride → HCID 72315987, compound

HRID 2243238Notes

Reaction equation

HRID 2243238 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 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. washwashed 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-f09188fc947e4d158c637a5063b39f0b
Source dataset
uspto-grants-2010_03
Patent number
US07674823B2

Reaction notes

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