Thionyl Chloride → HCID 11694729, compound

HRID 1984959Notes

Reaction equation

HRID 1984959 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][O:6][C:7]1[CH:8]=[C:9]([C:13]2[O:14][C:15]([CH3:20])=[C:16]([CH3:19])[N+:17]=2[O-])[CH:10]=[CH:11][CH:12]=1>>[ClH:3].[Cl:3][CH2:19][C:16]1[N:17]=[C:13]([C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([O:6][CH3:5])[CH:8]=2)[O:14][C:15]=1[CH3:20]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 57718887HCID 57718887, compound

Product 1

HCID 11694729HCID 11694729, compound

Procedure

The entire toluenic solution from Example 1 (420 ml) was admixed at 60° C. dropwise with 54.2 g (0.456 mol) of thionyl chloride and stirred at <60° C. for up to 22 h. Subsequently, the mixture was concentrated by distilling off 229 ml. The suspension was cooled to <20° C., and the product was isolated by filtration with suction, washed 3 times with 20 ml each time of toluene and dried at elevated temperature under reduced pressure.

Workup

  1. concentrationSubsequently, the mixture was concentrated
  2. distillationby distilling off 229 ml
  3. temperatureThe suspension was cooled to <20° C.
  4. customthe product was isolated by filtration with suction
  5. washwashed 3 times with 20 ml each time of toluene
  6. customdried at elevated temperature under reduced pressure

Sources & evidence

ORD record
ord-d876d6e31643418faa6c38ee35b139b5
Source dataset
uspto-grants-2009_06
Patent number
US07544809B2

Reaction notes

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