Methanol → HCID 178499620, compound

HRID 477520Notes

Reaction equation

HRID 477520 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 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-f0a2666f23d14843aab3857d6899de53
Source dataset
uspto-grants-1989_12
Patent number
US04888332

Reaction notes

Loading…