Piperazine → HCID 70607392, compound

HRID 1448131Notes

Reaction equation

HRID 1448131 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[NH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>CO>[O:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 14044047HCID 14044047, compound

Product 1

HCID 70607392HCID 70607392, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 13 g of 4-chloro-3-phenoxypyridine in 25 ml of methanol is added 30 g of piperazine and the solution is stirred and heated for 72 hours. The resulting mixture is concentrated at reduced pressure. The residue is shaken with 500 ml of ether and excess dilute aqueous sodium hydroxide. The organic phase is separated, dried and filtered. The filtrate is concentrated and the product distilled to give 3-phenoxy-4-piperazinylpyridine; bp 134°-135° C./0.2 mm, solidified and has a mp of 74°-77° C.

Workup

  1. temperatureheated for 72 hours
  2. concentrationThe resulting mixture is concentrated at reduced pressure
  3. stirringThe residue is shaken with 500 ml of ether and excess dilute aqueous sodium hydroxide
  4. customThe organic phase is separated
  5. customdried
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated
  8. distillationthe product distilled

Sources & evidence

ORD record
ord-9353d9b20bc24c28b049aaa37bd32c0a
Source dataset
uspto-grants-1979_12
Patent number
US04179563

Reaction notes

Loading…