Hydrochloric Acid → HCID 66670165, compound

HRID 2235043Notes

Reaction equation

HRID 2235043 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[C:14](=[O:15])[CH2:13][CH2:12][CH:11]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:10]1O.C(N(CC)CC)C.CS(Cl)(=O)=O.Cl>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[C:14](=[O:15])[CH2:13][CH2:12][C:11]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 68689953HCID 68689953, compound

Product 1

HCID 66670165HCID 66670165, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound prepared in Example 1 in dichloromethane (150 mL) were added triethylamine (12.27 g) and methanesulfonyl chloride (6.65 g) on ice bath and the mixture was stirred at same temperature for 15 minutes. The reaction mixture was added by hydrochloric acid (1 mol/L), then the water layer was extracted with dichloromethane. The obtained extract was dried with anhydrous sodium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=2:1) to give the title compound (4.00 g) having the following physical data.

Workup

  1. extractionthe water layer was extracted with dichloromethane
  2. extractionThe obtained extract
  3. dry with materialwas dried with anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-c035196055f541f682140be84749e35e
Source dataset
uspto-grants-2010_05
Patent number
US07713998B2

Reaction notes

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