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Thionyl Chloride → HCID 53789701, compound

HRID 1701347
Notes
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Reaction equation

HRID 1701347 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11](O)=[O:12])=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:21])=O>>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11]([Cl:21])=[O:12])=[O:7])=[CH:4][CH:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 21662825HCID 21662825, compound

Product 1

HCID 53789701HCID 53789701, compound

Conditions

Temperature
20 °C

Procedure

47 g of 3-p-chloro benzoyl-benzoic acid were added to 470 cc of thionyl chloride and the mixture was refluxed for 3 hours and then cooled to 20° C. The mixture was concentrated to dryness by distillation under reduced pressure to obtain a residue of 3-p-chlorobenzoyl-benzoic acid chloride which as far as is known is not described in the literature. 54.8 gm of the said acid chloride were added to 500 cc of methylene chloride and after cooling to 5° C., 1.5 liters of a solution of 15.2 g per liter of diazomethane in methylene chloride was added thereto over 20 minutes.

Workup

temperature
the mixture was refluxed for 3 hours
  • concentrationThe mixture was concentrated to dryness by distillation under reduced pressure
  • Sources & evidence

    ORD record
    ord-fcc96180523e4453b7b74afdb2698431
    Source dataset
    uspto-grants-1980_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04192890

    Reaction notes

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    On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes