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Benzyl Chloride → Benzyl 2-chloro-5-nitrophenyl sulphone

HRID 978635
Notes
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Reaction equation

HRID 978635 reaction equation
[Na].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[S:12]([OH:14])=[O:13].[CH2:15](Cl)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)C>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[S:12]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:14])=[O:13]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 1115232-Chloro-5-nitrobenzenesulphinic acidHCID 5360545Sodium

Product 1

HCID 20203466Benzyl 2-chloro-5-nitrophenyl sulphone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

24.4 g of the sodium salt of 2-chloro-5-nitrobenzenesulphinic acid are dissolved in 150 ml of ethanol under reflux conditions, and 35 g of benzyl chloride are gradually added. After 10 to 12 hours under reflux conditions the solution is cooled down to 60° C., and the precipitated salt is separated off by filtration. The solution, on cooling down to 0° C., yields 24.1 g of colourless crystals of benzyl 2-chloro-5-nitrophenyl sulphone.

Workup

  1. additionare gradually added
  2. customthe precipitated salt is separated off by filtration
  3. temperatureThe solution, on cooling down to 0° C.

Sources & evidence

ORD record
ord-44e46ce048b143f28bf61e20f5789307
Source dataset
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04665179

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes