Sulfuryl chloride → HCID 21411861, compound

HRID 2071677Notes

Reaction equation

HRID 2071677 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[NH:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[CH:11]=[N+:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.S(Cl)([Cl:20])(=O)=O>ClC(Cl)C>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[Cl:20][C:9]1[CH:8]=[C:7]([CH:11]=[N+:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[NH:6][CH:10]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 12196692HCID 12196692, compound

Product 1

HCID 21411861HCID 21411861, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

To a stirred suspension of 215.4 g. (0.865 moles) of the product of Example IV in 4 liters of dichloroethane at 0° C. is added dropwise 116.8g. (0.865 moles) of freshly distilled sulfuryl chloride. After addition is complete (about 40 minutes), the reaction mixture is allowed to warm to ambient temperature and is stirred for about 4 hours, after which the solvent is evaporated to give a tan residue. Recrystallization of this residue from dichloroethane/ether gives 1-(4-chloropyrrol-2-ylmethylene) pyrrolidinium perchlorate; m.p. 122°-126° C.

Workup

  1. additionTo a stirred suspension of 215.4 g
  2. additionAfter addition
  3. custom(about 40 minutes)
  4. customafter which the solvent is evaporated
  5. customto give a tan residue
  6. customRecrystallization of this residue from dichloroethane/ether

Sources & evidence

ORD record
ord-674d14f5ae174c7e9824d69ae005813e
Source dataset
uspto-grants-1977_09
Patent number
US04048191

Reaction notes

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