Methanol → HCID 69356330, compound

HRID 1064071Notes

Reaction equation

HRID 1064071 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH3:19]O>S(Cl)(Cl)=O>[CH3:19][O:10][C:9](=[O:11])[C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)=[CH:12][C:13]1[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 69357913HCID 69357913, compound

Product 1

HCID 69356330HCID 69356330, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Conditions

Temperature
0 °C

Procedure

The solution of 2-(4-Chloro-phenyl)-3-pyridin-4-yl-acrylic acid 3.5 g in thionyl chloride 25 mL was heated to 70° C. for five hours. The reaction was cooled to 0° C., then was added methanol 50 mL. After warm to room temperature over one hour, all the solvent removed under reduced pressure. Work up using ethyl acetate and sodium bicarbonate give the light yellow solid. MS (ES+): 274 (M+H)+.

Workup

  1. temperatureAfter warm to room temperature over one hour
  2. customall the solvent removed under reduced pressure
  3. customgive the light yellow solid

Sources & evidence

ORD record
ord-bf7342a3f19d457dafd1632e4af46cd5
Source dataset
uspto-grants-2005_11
Patent number
US06967254B2

Reaction notes

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