Hydrochloric Acid → 1-[1-(phenylmethyl)-4-piperidinyl]-1H-benzimidazol-2-amine

HRID 437659Notes

Reaction equation

HRID 437659 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=4[NH:16][C:15]3=[N:23]C(=O)OC)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>C(O)C>[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=4[N:16]=[C:15]3[NH2:23])[CH2:10][CH2:9]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178502062HCID 178502062, compound

Product 1

HCID 214289191-[1-(phenylmethyl)-4-piperidinyl]-1H-benzimidazol-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.64 parts of methyl {2,3-dihydro-1-[1-(phenylmethyl)-4-piperidinyl]-1H-benzimidazol-2-ylidene}carbamate, 24 parts of a hydrochloric acid solution and 40 parts of ethanol is stirred and refluxed overnight. The reaction mixture is evaporated and the residue is dissolved in water. This solution is alkalized with a concentrated ammonium hydroxide solution. The precipitated product is filtered off, washed with water and dissolved in trichloromethane. The solution is dried, filtered and evaporated, yielding 2.1 parts of 1-[1-(phenylmethyl)-4-piperidinyl]-1H-benzimidazol-2-amine as a residue.

Workup

  1. temperaturerefluxed overnight
  2. customThe reaction mixture is evaporated
  3. dissolutionthe residue is dissolved in water
  4. filtrationThe precipitated product is filtered off
  5. washwashed with water
  6. dissolutiondissolved in trichloromethane
  7. customThe solution is dried
  8. filtrationfiltered
  9. customevaporated

Sources & evidence

ORD record
ord-0335c1fcb4484cc4bda5748c179701ae
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

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