Thionyl Chloride → HCID 18506235, compound

HRID 1357347Notes

Reaction equation

HRID 1357347 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]([C:5]1[C:6]([NH2:14])=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8](O)=[O:9])=[O:4].O=S(Cl)[Cl:19]>>[F:1][C:2]([F:16])([F:15])[C:3]([C:5]1[C:6]([NH2:14])=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([Cl:19])=[O:9])=[O:4]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 18506233HCID 18506233, compound

Product 1

HCID 18506235HCID 18506235, compound

Procedure

4.66 g (0.02 mole) of Compound 2, 50 ml EtAc and 15 ml SOCl2 were refluxed until the reaction mixture became a clear, yellow solution (1 h). After removing the solvent and excess reagent, the residue was crystalized from n-hexane. Yield: 4.5 g (85%), m.p. 95-98° C. For the 4-position isomer, yield 4.2 g (81%), m. p. 112-114° C.

Workup

  1. customyellow solution (1 h)
  2. customAfter removing the solvent and excess reagent
  3. customthe residue was crystalized from n-hexane

Sources & evidence

ORD record
ord-8bfe80846a4f4a5f9487df1026eb0c16
Source dataset
uspto-grants-2003_07
Patent number
US06590123B2

Reaction notes

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