Methanesulfonyl chloride → HCID 20483399, compound

HRID 1764334Notes

Reaction equation

HRID 1764334 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[C:8]([O:13][CH2:14][CH:15]([OH:18])[CH2:16][OH:17])=[N:9][CH:10]=[CH:11][CH:12]=1>N1C=CC=CC=1>[Cl:6][C:7]1[C:8]([O:13][CH2:14][CH:15]([OH:18])[CH2:16][O:17][S:2]([CH3:1])(=[O:4])=[O:3])=[N:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 204834993-[(3-Chloropyridin-2-yl)oxy]propane-1,2-diol

Product 1

HCID 20483399HCID 20483399, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

25.2 g of methanesulphonic acid chloride are added dropwise over the course of 1 hour to a solution of 40.6 g of 3-chloro-2-(2',3'-dihydroxy-propoxy)-pyridine in 100 ml of pyridine whilst stirring and cooling at 0°-5° C. The reaction mixture is then stirred further for 5 hours at room temperature and is subsequently poured onto 200 ml of ice water. The oil which separates out is isolated as in Example (1b). Crude 3-chloro-2-(3'-methanesulphonyloxy-2'-hydroxy-propoxy)-pyridine is thus obtained and is converted further in the crude state.

Workup

  1. temperaturecooling at 0°-5° C
  2. stirringThe reaction mixture is then stirred further for 5 hours at room temperature
  3. customThe oil which separates out is isolated as in Example (1b)

Sources & evidence

ORD record
ord-85013db490984a52a5b7d619c886b9c2
Source dataset
uspto-grants-1978_09
Patent number
US04115575

Reaction notes

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