Methanol → HCID 178499620, compound

HRID 973816Notes

Reaction equation

HRID 973816 reaction equation
[C:1]([CH2:4][C:5]1[N:15]=[C:8]2[N:9]=[C:10]([CH3:14])[CH:11]=[C:12]([OH:13])[N:7]2[N:6]=1)([OH:3])=[O:2].S(Cl)(Cl)=O.[CH3:20]O>>[OH:13][C:12]1[N:7]2[N:6]=[C:5]([CH2:4][C:1]([O:3][CH3:20])=[O:2])[N:15]=[C:8]2[N:9]=[C:10]([CH3:14])[CH:11]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178429170HCID 178429170, compound

Product 1

HCID 178499620HCID 178499620, compound

Procedure

A solution of the product obtained in Step 2 (1.5 g) in 50 ml of methanol was cooled to 0° C., 24 ml of thionyl chloride was added by dropwise to this solution at that temperature, and the mixture was refluxed for 1.5 hours. After removing the solvent by distillation under reduced pressure, the residue was recrystallized from ethyl acetate/ether, giving 1.5 g of the objective compounds.

Workup

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. customAfter removing the solvent
  3. distillationby distillation under reduced pressure
  4. customthe residue was recrystallized from ethyl acetate/ether

Sources & evidence

ORD record
ord-9b42821e78a04eeebbab5c7676ee7315
Source dataset
uspto-grants-1991_11
Patent number
US05064953

Reaction notes

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