Sodium Carbonate → Piperazine, 1-(2-naphthalenylmethyl)-4-(2-pyridinyl)-

HRID 1288564Notes

Reaction equation

HRID 1288564 reaction equation
Cl[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[CH:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[CH:12][C:3]=1[CH2:2][N:22]1[CH2:23][CH2:24][N:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=2)[CH2:20][CH2:21]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 756322-(Chloromethyl)naphthaleneHCID 944591-(2-Pyridyl)piperazine

Product 1

HCID 764826Piperazine, 1-(2-naphthalenylmethyl)-4-(2-pyridinyl)-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture containing 7.0 g. of β-chloromethylnaphthalene, 6.56 g. of 2-pyridylpiperazine and 4.4 g. of sodium carbonate in 40 ml. of dimethylformamide is stirred on a steambath for 90 minutes. The reaction mixture is filtered and the filtrate stirred with ice water. The precipitate was filtered and recrystallized from isobutyl alcohol to yield 1-(β-napthylmethyl)-4-(2-pyridyl)piperazine having a melting point of 124°-126° C.

Workup

  1. additionA mixture containing 7.0 g
  2. filtrationThe reaction mixture is filtered
  3. filtrationThe precipitate was filtered
  4. customrecrystallized from isobutyl alcohol

Sources & evidence

ORD record
ord-29d2cf6e54004b76bf1a77084183dce1
Source dataset
uspto-grants-1976_10
Patent number
US03988457

Reaction notes

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