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Hydrochloric Acid → 1-[2-(Benzimidazol-2-ylthio)ethyl]piperazine trihydrochloride

HRID 890828
Notes
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Reaction equation

HRID 890828 reaction equation
C([N:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][S:11][C:12]2[NH:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)[CH2:5][CH2:4]1)=O.[ClH:21]>CO>[ClH:21].[ClH:21].[ClH:21].[N:13]1[C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[NH:16][C:12]=1[S:11][CH2:10][CH2:9][N:6]1[CH2:7][CH2:8][NH:3][CH2:4][CH2:5]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 99617881-Formyl-4-[2-(benzimidazol-2-ylthio)ethyl]piperazine

Product 1

HCID 103846171-[2-(Benzimidazol-2-ylthio)ethyl]piperazine trihydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-Formyl-4-[2-(benzimidazol-2-ylthio)ethyl]piperazine (1.45 g, 5.0 mmol) was dissolved in methanol (20 mL) . 12N Hydrochloric acid (2 mL) was added to the solution, and the mixture was stirred for 18 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and the thus-formed solid material was crystallized from chloroform-methanol, to thereby yield 1.67 g of 1-[2-(benzimidazol-2-ylthio)ethyl]piperazine trihydrochloride (yield: 90%) as a colorless crystalline powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe thus-formed solid material was crystallized from chloroform-methanol

Sources & evidence

ORD record
ord-05581dc1e53a4132b18fad6924c7aaad
Source dataset
uspto-grants-2006_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06998486B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes