Water → HCID 54243598, compound

HRID 1107914Notes

Reaction equation

HRID 1107914 reaction equation
C(N(CC)CC)C.[C:8]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1.[CH2:24]([NH:28][CH:29]([CH2:34][CH2:35][S:36][CH3:37])[C:30]([O:32][CH3:33])=[O:31])[CH:25]([CH3:27])[CH3:26].O>ClCCl>[CH2:24]([N:28]([S:14]([C:11]1[CH:12]=[CH:13][C:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:9][CH:10]=1)(=[O:16])=[O:15])[CH:29]([CH2:34][CH2:35][S:36][CH3:37])[C:30]([O:32][CH3:33])=[O:31])[CH:25]([CH3:27])[CH3:26]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 74192(1,1'-Biphenyl)-4-sulphonyl chlorideHCID 18786187HCID 18786187, compound

Product 1

HCID 54243598HCID 54243598, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.71 mmol of triethylamine and 1.8 mmol of 4-biphenylsulphonyl chloride are added at 0° C. to a solution of 1.8 mmol of the compound obtained in Step I in 15 ml of dichloromethane. The reaction mixture is brought to ambient temperature and stirred for 12 hours, and then poured into water and extracted with dichloromethane. The combined organic phases are washed with a 2N hydrochloric acid solution and then with an NaHCO3 solution, dried, filtered, and concentrated under reduced pressure. Chromatography on silica gel (dichloromethane/methanol: 20/1) allows the expected product to be isolated in the form of syrup.

Workup

  1. customis brought to ambient temperature
  2. extractionextracted with dichloromethane
  3. washThe combined organic phases are washed with a 2N hydrochloric acid solution
  4. dry with materialwith an NaHCO3 solution, dried
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customto be isolated in the form of syrup

Sources & evidence

ORD record
ord-093e218382bf4585b511e606fa5dd825
Source dataset
uspto-grants-2000_05
Patent number
US06063816

Reaction notes

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