Piperazine → HCID 20382048, compound

HRID 1448132Notes

Reaction equation

HRID 1448132 reaction equation
Cl[C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[NH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>C(O)CCC>[O:8]([C:7]1[C:2]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[N:3][CH:4]=[CH:5][CH:6]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 112179852-chloro-3-phenoxypyridine

Product 1

HCID 20382048HCID 20382048, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

To a solution of 10.5 g of 2-chloro-3-phenoxypyridine in 25 ml of n-butanol is added 20 g of piperazine and the solution is refluxed for 24 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-2-piperazinylpyridine; bp, 115°-117° C./0.15 mm, crystallized and has a mp 56°-59° C.

Workup

  1. temperaturethe solution is refluxed for 24 hours
  2. concentrationThe resulting mixture is concentrated at reduced pressure
  3. customThe organic phase is separated
  4. customdried
  5. filtrationfiltered
  6. concentrationThe filtrate is concentrated
  7. distillationthe product distilled

Sources & evidence

ORD record
ord-2503f11c042b4da785ca0f6cae2f41b1
Source dataset
uspto-grants-1979_12
Patent number
US04179563

Reaction notes

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