1-(2-Methoxyphenyl)piperazine → HCID 13729383, compound

HRID 1906439Notes

Reaction equation

HRID 1906439 reaction equation
[C:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH2:14][CH:15]([OH:18])[CH2:16]Cl)=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[NH2:2].[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.[OH-].[Na+]>O1CCOCC1.C(O)C>[C:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH2:14][CH:15]([OH:18])[CH2:16][N:30]3[CH2:29][CH2:28][N:27]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=4[O:20][CH3:19])[CH2:32][CH2:31]3)=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[NH2:2]

Participants

6

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 14798Sodium HydroxideHCID 137294082-Carbamoyl-7-(3-chloro-2-hydroxypropoxy)benzofuran

Product 1

HCID 13729383HCID 13729383, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

There were dissolved 1.3 g (0.005 mole) of 2-carbamoyl-7-(3-chloro-2-hydroxypropoxy)benzofuran and 1.1 g (0.0055 mole) of 1-(2-methoxyphenyl)piperazine in a mixture solvent of 10 ml of dioxane and 10 ml of ethanol, and the resulting mixture was refluxed with heating for 7 hours. After completion of the reaction, 2N-NaOH solution was added to give the free base, which was extracted from chloroform. The extract was dried with magnesium sulfate. Then, the resultant residue obtained by distilling away the solvent under reduced pressure was crystallized from chloroform and petroleum ether.

Workup

  1. temperaturethe resulting mixture was refluxed
  2. temperaturewith heating for 7 hours
  3. additionwas added
  4. customto give the free base, which
  5. extractionwas extracted from chloroform
  6. dry with materialThe extract was dried with magnesium sulfate

Sources & evidence

ORD record
ord-a1beb109159c4def9e90f8dcd0ead6f9
Source dataset
uspto-grants-1987_03
Patent number
US04652566

Reaction notes

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