Ethylene Glycol → HCID 15288589, compound

HRID 1647694Notes

Reaction equation

HRID 1647694 reaction equation
[CH2:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH2:2][CH2:3][CH3:4].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:35](O)[CH2:36][OH:37].N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH2:1]([N:5]([CH2:35][CH2:36][OH:37])[S:6]([C:9]1[CH:10]=[CH:11][C:12]([CH3:15])=[CH:13][CH:14]=1)(=[O:7])=[O:8])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 11776TriphenylphosphineHCID 61285N-Butyl-p-toluenesulfonamideHCID 220568ethyl N-ethoxycarbonyliminocarbamate

Product 1

HCID 15288589HCID 15288589, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve N-butyl-4-methyl-benzenesulfonamide (10 mmol) in tetrahydrofuran (50 mL) and add triphenylphosphine (10 mmol). Treat this with ethylene glycol (10 mmol) followed by addition of diethyl azodicarboxylate (10 mmol). Stir the reaction at 25° C. for 18 hours. Concentrate the reaction under vacuum. Purify the residue by flash chromatography (silica gel, toluene/ethyl acetate) to provide N-butyl-N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide.

Workup

  1. customthe reaction at 25° C. for 18 hours
  2. concentrationConcentrate
  3. customthe reaction under vacuum
  4. customPurify the residue by flash chromatography (silica gel, toluene/ethyl acetate)

Sources & evidence

ORD record
ord-45978c16231c46268ce469ec7bac318d
Source dataset
uspto-grants-1995_07
Patent number
US05434145

Reaction notes

Loading…