Hydrochloric Acid → HCID 21183852, compound

HRID 1384840Notes

Reaction equation

HRID 1384840 reaction equation
[C:1]([C:4]1[C:5]2[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:6]=2[S:7][CH:8]=1)(=[O:3])[CH3:2].[ClH:14].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.Cl.[CH2:30]=O>CCO.C(OCC)C>[ClH:14].[ClH:14].[CH3:13][C:11]1[CH:10]=[CH:9][C:6]2[S:7][CH:8]=[C:4]([C:1](=[O:3])[CH2:2][CH2:30][N:26]3[CH2:27][CH2:28][N:23]([C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=4[O:16][CH3:15])[CH2:24][CH2:25]3)[C:5]=2[CH:12]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 600381HCID 600381, compoundHCID 9899402N-(2-Methoxyphenyl)piperazine hydrochloride

Product 1

HCID 21183852HCID 21183852, compoundYield 10%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

650 mg of 3-acetyl-5-methylbenzo[b]thiophene (3.42×10−3 moles) and 860 mg of 2-methoxyphenylpiperazine hydrochloride (3.76×10−3 moles) were dissolved in 15 ml of EtOH and HCl to pH=2-3. When the mixture was under reflux, 310 mg of paraformaldehyde (10×10−3 moles) were added. After 24 hours stirring under reflux the reaction mixture was poured over ice and was extracted with AcOEt. It was washed with H2O and dried with Na2SO4, the solvent being removed to dryness. It was purified in silica column using AcOEt/hexane (1:1) as mobile phase. The oil obtained was dissolved in ethyl ether (20 ml) and EtOH (4 ml) and precipitates as hydrochloride on adding HCl(c). Yield: 10%.

Workup

  1. temperatureunder reflux
  2. temperatureunder reflux the reaction mixture
  3. additionwas poured over ice
  4. extractionwas extracted with AcOEt
  5. washIt was washed with H2O
  6. dry with materialdried with Na2SO4
  7. customthe solvent being removed to dryness
  8. customIt was purified in silica column
  9. customThe oil obtained
  10. customEtOH (4 ml) and precipitates as hydrochloride
  11. additionon adding HCl(c)

Sources & evidence

ORD record
ord-5c5578cbc90543d1acf45c751de06abd
Source dataset
uspto-grants-2001_07
Patent number
US06262056B1

Reaction notes

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