1-(2-Methoxyphenyl)piperazine → HCID 20452286, compound

HRID 1462889Notes

Reaction equation

HRID 1462889 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.Cl[CH2:16][CH2:17][C:18]1[N:22]([CH3:23])[C:21]2[C:24]3[C:29]([CH:30]=[CH:31][C:20]=2[N:19]=1)=[CH:28][CH:27]=[CH:26][CH:25]=3>>[OH2:2].[CH3:23][N:22]1[C:21]2[C:24]3[C:29]([CH:30]=[CH:31][C:20]=2[N:19]=[C:18]1[CH2:17][CH2:16][N:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH2:10][CH2:11]1)=[CH:28][CH:27]=[CH:26][CH:25]=3

Participants

3

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazine2×HCID 13806193HCID 13806193, compound

Product 1

HCID 20452286HCID 20452286, compoundYield 167.3%

Procedure

2.6 g (0.013 mole) of 97% 1-(2-methoxyphenyl)-piperazine and 1.3 g (0.013 mole) of ground KHCO3 are added to a solution of 2.93 g (0.012 mole) of 2-(2-chloroethyl)-1-methyl-1H-naphth[1,2-d]imidazole in 100 cc of anhydrous alcohol, maintained under an argon atmosphere. The obtained reaction mixture is refluxed with stirring under argon, and three 1.3 g portions of 97% 1-(2-methoxyphenyl)piperazine are added at the 23rd, 30th and 43rd hour of refluxing. After 50 hours, the solvent is evaporated and the residue is taken up with a small amount of water, filtered and dried, yielding 5.1 g of raw material. Crystallization from a mixture of 160 cc of water and 140 cc of ethanol affords 4.55 g of pure compound melting at 154°-55° C. (Yield 90%)

Workup

  1. temperaturemaintained under an argon atmosphere
  2. customThe obtained reaction mixture
  3. temperatureis refluxed
  4. temperatureof refluxing
  5. customthe solvent is evaporated
  6. filtrationfiltered
  7. customdried
  8. customyielding 5.1 g of raw material
  9. customCrystallization
  10. additionfrom a mixture of 160 cc of water and 140 cc of ethanol

Sources & evidence

ORD record
ord-bc0304652f9741848b64c2348301fea8
Source dataset
uspto-grants-1984_07
Patent number
US04461894

Reaction notes

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