Thionyl Chloride → 4-(Chloromethyl)-2-(2-propynyloxy)-thiazole

HRID 2261302Notes

Reaction equation

HRID 2261302 reaction equation
[CH2:1]([O:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10]O)[N:9]=1)[C:2]#[CH:3].S(Cl)([Cl:14])=O>C(Cl)(Cl)Cl>[Cl:14][CH2:10][C:8]1[N:9]=[C:5]([O:4][CH2:1][C:2]#[CH:3])[S:6][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 57736290[2-(2-Propynyloxy)-thiazol-4-yl]methanol

Product 1

HCID 577363804-(Chloromethyl)-2-(2-propynyloxy)-thiazoleYield 135.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.20 g of [2-(2-propynyloxy)-thiazol-4-yl]methanol was dissolved in 5 ml of chloroform, and 0.2 g of thionyl chloride was added. The mixture was heated to reflux for 1 hour. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure to obtain 0.30 g of 4-(chloromethyl)-2-(2-propynyloxy)-thiazole.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1 hour
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a8588b32213b4d938155f3d33c55bdc0
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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