Methanesulfonyl chloride → HCID 18408483, compound

HRID 992990Notes

Reaction equation

HRID 992990 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[N:5]=[C:6]([C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)[S:7][CH:8]=1.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>N1C=CC=CC=1.C(OCC)(=O)C>[CH3:21][S:22]([O:1][CH2:2][CH2:3][C:4]1[N:5]=[C:6]([C:9]2[CH:10]=[C:11]([O:19][CH3:20])[C:12]([O:17][CH3:18])=[C:13]([O:15][CH3:16])[CH:14]=2)[S:7][CH:8]=1)(=[O:24])=[O:23]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 18408500HCID 18408500, compound

Product 1

HCID 18408483HCID 18408483, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-(2-Hydroxyethyl)-2-(3,4,5-trimethoxyphenyl)-thiazole (1.60 g) was dissolved in pyridine (15 mL), and to the solution methanesulfonyl chloride (807 mg) was added at 0° C., and the mixture was stirred for 1.5 hours. The reaction mixture was diluted with ethyl acetate, washed with 2 M hydrochloric acid, water and saturated brine and dried over anhydrous sodium sulfate. After concentrating the reaction mixture under reduced pressure, the residue was purified by column chromatography on silica gel (ethyl acetate) to obtain the title compound.

Workup

  1. washwashed with 2 M hydrochloric acid, water and saturated brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationAfter concentrating the reaction mixture under reduced pressure
  4. customthe residue was purified by column chromatography on silica gel (ethyl acetate)

Sources & evidence

ORD record
ord-3c07e72cdd8f46d2843041dc0f94b220
Source dataset
uspto-grants-2002_10
Patent number
US06472386B1

Reaction notes

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