Pyridinium chloride → HCID 9798304, compound

HRID 616632Notes

Reaction equation

HRID 616632 reaction equation
C[O:2][C:3]1[CH:27]=[CH:26][C:6]([C:7]([C:9]2[S:10][C:11]3[CH:23]=[C:22]([O:24]C)[CH:21]=[CH:20][C:12]=3[C:13]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:8])=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([C:9]2[S:10][C:11]3[CH:23]=[C:22]([OH:24])[CH:21]=[CH:20][C:12]=3[C:13]=2[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:8])=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 15406407HCID 15406407, compound

Product 1

HCID 9798304HCID 9798304, compoundYield 65%

Conditions

Temperature
220 °C

Procedure

A mixture of 8.75 g. (0.023 mole) of the product from Example 7 and 25 g. of pyridine hydrochloride was prepared. The mixture was refluxed in a 220° C. oil bath for 30 minutes. The hot reaction mixture then was poured over ice, and the resulting mixture was added to a blender. The resulting yellow crystals were collected on a filter, washed with water, and vacuum dried at 100° C. This treatment caused some resinification of the sample. The residue was recrystallized from a mixture of ethyl acetate and benzene to obtain 5.3 g. (65 percent) of the title compound as bright yellow crystals, m.p. 198°-200° C.

Workup

  1. additionA mixture of 8.75 g
  2. additionThe hot reaction mixture then was poured over ice
  3. additionthe resulting mixture was added to a blender
  4. customThe resulting yellow crystals were collected on a filter
  5. washwashed with water, and vacuum
  6. customdried at 100° C
  7. customThe residue was recrystallized from a mixture of ethyl acetate and benzene
  8. customto obtain 5.3 g

Sources & evidence

ORD record
ord-826178dcd8f9419b93d6794445e835d6
Source dataset
uspto-grants-1978_02
Patent number
US04075227

Reaction notes

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