Water → HCID 10882457, compound

HRID 1107912Notes

Reaction equation

HRID 1107912 reaction equation
CN1CCOCC1.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1.[CH2:20]([NH:24][CH:25]1[CH2:29][CH2:28][S:27][C:26]1=[O:30])[CH:21]([CH3:23])[CH3:22].O>ClCCl>[CH2:20]([N:24]([CH:25]1[CH2:29][CH2:28][S:27][C:26]1=[O:30])[S:16]([C:13]1[CH:14]=[CH:15][C:10]([O:9][CH3:8])=[CH:11][CH:12]=1)(=[O:18])=[O:17])[CH:21]([CH3:23])[CH3:22]

Participants

6

Reactant 4

HCID 962WaterHCID 74014-Methoxybenzenesulfonyl chlorideHCID 79724-MethylmorpholineHCID 11041200HCID 11041200, compound

Product 1

HCID 10882457HCID 10882457, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5 mmol of N-methylmorpholine and 2.5 mmol of 4-methoxyphenylsulphonyl chloride are added at 0° C. to a solution of 2.5 mmol of the compound obtained in Step A in 15 ml of dichloromethane. After stirring for 12 hours at ambient temperature, the reaction mixture is poured into water and then extracted with dichloromethane. The combined organic phases are washed with a 2N hydrochloric acid solution, then with a 5% solution of NaHCO3, and then with water. After drying over sodium sulphate, filtration and evaporation, chromatography on silica gel (dichloromethane/methanol: 20/1) allows the expected product to be isolated.

Workup

  1. extractionextracted with dichloromethane
  2. washThe combined organic phases are washed with a 2N hydrochloric acid solution
  3. dry with materialAfter drying over sodium sulphate, filtration and evaporation, chromatography on silica gel (dichloromethane/methanol: 20/1)
  4. customto be isolated

Sources & evidence

ORD record
ord-2289f75bd4104f078435653ea5277539
Source dataset
uspto-grants-2000_05
Patent number
US06063816

Reaction notes

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