Pyridinium chloride → HCID 20368343, compound

HRID 616640Notes

Reaction equation

HRID 616640 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([C:6]([C:8]2[S:9][C:10]3[CH:22]=[C:21]([O:23]C)[CH:20]=[CH:19][C:11]=3[C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:7])=[CH:4][CH:3]=1.Cl.N1C=CC=CC=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[S:9][C:10]3[CH:22]=[C:21]([OH:23])[CH:20]=[CH:19][C:11]=3[C:12]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:7])=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 20368385HCID 20368385, compound

Product 1

HCID 20368343HCID 20368343, compound

Procedure

A mixture of 7 g. of the product from Example 18 and 27 g. of pyridine hydrochloride was refluxed in a 220° C. oil bath for 1.5 hours. The hot reaction mixture then was poured over an ice-water mixture. The resulting solid was collected and dissolved in ethyl acetate. The ethyl acetate solution was washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The ethyl acetate solution was evaporated, and the residue was recrystallized from methanol to give 3.59 g. of the title compound, m.p. 222° C.

Workup

  1. additionA mixture of 7 g
  2. customThe resulting solid was collected
  3. dissolutiondissolved in ethyl acetate
  4. washThe ethyl acetate solution was washed with saturated aqueous sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. customThe ethyl acetate solution was evaporated
  7. customthe residue was recrystallized from methanol
  8. customto give 3.59 g

Sources & evidence

ORD record
ord-693601115fe14545bd9069a29568b3e1
Source dataset
uspto-grants-1978_02
Patent number
US04075227

Reaction notes

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