Sodium Chloride → HCID 18932378, compound

HRID 1597787Notes

Reaction equation

HRID 1597787 reaction equation
C(N(CC)CC)C.[OH:8][CH:9]([C:11]1[S:12][C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=1)[CH3:10].[CH3:20][S:21](Cl)(=[O:23])=[O:22].[Cl-].[Na+]>C(Cl)Cl>[CH3:20][S:21]([O:8][CH:9]([C:11]1[S:12][C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=1)[CH3:10])(=[O:23])=[O:22]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 28306741-(1,3-Benzothiazol-2-yl)ethan-1-ol

Product 1

HCID 18932378HCID 18932378, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.33 ml of triethylamine were added to a solution of 384.4 mg of 2-(1-hydroxyethyl)-benzothiazole [prepared as described in step (b) above] in 4 ml of methylene chloride cooled in an ice-water bath, and then 0.18 ml of methanesulfonyl chloride were added thereto. The temperature of the resulting mixture was elevated to room temperature, and the mixture was then stirred for 2 hours. At the end of this time, a saturated aqueous sodium chloride solution was added to the reaction mixture and the resulting mixture was then extracted with methylene chloride. The resulting extract was washed with water and dried over anhydrous sodium sulfate. The solvent was then removed by evaporation under reduced pressure to given 519.4 mg (yield 94.3%) of the title compound as an oil.

Workup

  1. temperaturecooled in an ice-water bath
  2. customwas elevated to room temperature
  3. extractionthe resulting mixture was then extracted with methylene chloride
  4. extractionThe resulting extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was then removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-d783bdd290574bb78daf63278913920d
Source dataset
uspto-grants-1998_04
Patent number
US05736487

Reaction notes

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