Decalin → HCID 13102683, compound

HRID 1757995Notes

Reaction equation

HRID 1757995 reaction equation
C1C2C(CCCC2)CCC1.[C:11]1([S:17][C:18]2[C:19](C(O)=O)=[N:20][C:21]([S:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:22][CH:23]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>Cl>[C:25]1([S:24][C:21]2[CH:22]=[CH:23][C:18]([S:17][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:19][N:20]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 7044Decalin2×HCID 13102672HCID 13102672, compound

Product 1

HCID 13102683HCID 13102683, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

In a reaction flask was placed 100 ml of decahydronaphthalene which was then heated to 190° C. To the decahydronaphthalene was added 3,6-bis(phenylthio)-2-pyridinecarboxylic acid (51 g) in small portions. Heating was continued for 1 hour. After cooling, 60 ml of 6 N HCl was added resulting in the formation of a solid. The solid was collected and made alkaline with NaOH and extracted with diethyl ether. The organic layer was dried, concentrated and distilled using a Kugelrohr apparatus to give 37 g of 2,5-bis(phenylthio)pyridine, b.p. 190° C. (0.05 mm Hg).

Workup

  1. customIn a reaction flask was placed
  2. temperatureHeating
  3. temperatureAfter cooling
  4. customresulting in the formation of a solid
  5. customThe solid was collected
  6. extractionextracted with diethyl ether
  7. customThe organic layer was dried
  8. concentrationconcentrated
  9. distillationdistilled

Sources & evidence

ORD record
ord-f59096c00bee41fc9d15c5825e484881
Source dataset
uspto-grants-1983_02
Patent number
US04371537

Reaction notes

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