Methanesulfonyl chloride → HCID 21511645, compound

HRID 1576675Notes

Reaction equation

HRID 1576675 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[O:6][CH2:7][CH:8]([OH:11])[CH2:9][OH:10].[CH3:12][S:13](Cl)(=[O:15])=[O:14]>N1C=CC=CC=1>[OH:11][CH:8]([CH2:7][O:6][C:2]1[S:1][CH:5]=[CH:4][N:3]=1)[CH2:9][O:10][S:13]([CH3:12])(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 125290433-(2-Thiazolyloxy)-1,2-propanediol

Product 1

HCID 21511645HCID 21511645, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

This example illustrates steps 3 and 4 of the generic process, of the invention, and further illustrates the preparation of the compounds of formula II of the invention. In this example 50 grams of 3-(thiazol-2-oxy)-1,2-propanediol is dissolved in 200 ml. of pyridine at 20°C and then 22.5 ml. of methylsulfonyl chloride is added. The mixture is allowed to stand for 10 minutes and then separated into two portions (1/10 portion and one 9/10 portion). The 1/10 portion is diluted with water, then filtered and the resulting filter cake dried affording 2-hydroxy-1-methylsulfonyloxy-3-(thiazol-2-oxy)-propane.

Workup

  1. customat 20°C
  2. customseparated into two portions (1/10 portion and one 9/10 portion)
  3. additionThe 1/10 portion is diluted with water
  4. filtrationfiltered
  5. filtrationthe resulting filter cake
  6. customdried

Sources & evidence

ORD record
ord-c2d274a9592b415ea83f18a5fa6b58fb
Source dataset
uspto-grants-1976_09
Patent number
US03982010

Reaction notes

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