Ammonia → HCID 3621390, compound

HRID 848069Notes

Reaction equation

HRID 848069 reaction equation
[OH:1]O.[C:3]1([S:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.N>C(O)(=O)C>[C:3]1([S:9]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[O:1])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 38136103-PHENYLTHIOPYRIDINE

Product 1

HCID 3621390HCID 3621390, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

23.6 g. 35% perhydrol is added dropwise to a solution of 44 g. 3-phenylthiopryidine in 200 ml. glacial acetic acid. The reaction mixture is stirred for 24 hours at ambient temperature and then poured into ice water. The mixture is rendered alkaline by adding aqueous ammonia, while cooling, and then extracted with dichloromethane. The extract is dried and evaporated and the residue is recrystallised from diisopropyl ether/ethyl acetate. There is obtained 3-(phenyl-sulphinyl)-pyridine in a yield of 83% of theory; m.p. 56° C.

Workup

  1. temperaturewhile cooling
  2. extractionextracted with dichloromethane
  3. customThe extract is dried
  4. customevaporated
  5. customthe residue is recrystallised from diisopropyl ether/ethyl acetate

Sources & evidence

ORD record
ord-58a1a2211c8c4747914ce98af74198b2
Source dataset
uspto-grants-1981_10
Patent number
US04294838

Reaction notes

Loading…