Hydrogen Bromide → HCID 21428941, compound

HRID 437623Notes

Reaction equation

HRID 437623 reaction equation
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][NH:15]C(=O)OCC)[CH2:9][CH2:8]2)[C:5]2[CH:21]=[CH:22][CH:23]=[CH:24][C:4]=2[NH:3]1.[BrH:25]>O>[BrH:25].[BrH:25].[NH2:15][CH2:14][CH2:13][N:10]1[CH2:11][CH2:12][CH:7]([N:6]2[C:5]3[CH:21]=[CH:22][CH:23]=[CH:24][C:4]=3[NH:3][C:2]2=[O:1])[CH2:8][CH2:9]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 21428897ethyl 2-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethylcarbamate

Product 1

HCID 21428941HCID 21428941, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.333 parts of ethyl 2-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethylcarbamate, 1.65 parts of hydrobromic acid solution 48% and 0.11 parts of water is stirred and refluxed for 2 hours. The hydrobromic acid and water are evaporated. The residue is taken up three times in benzene, while each time the latter is evaporated. The oily residue is crystallized from 2- propanol. The product is filtered off and recrystallized from a small amount of ethanol, yielding 0.27 parts of 1-[1-(2-aminoethyl)-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one dihydrobromide; mp. +300° C(dec).

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe hydrobromic acid and water are evaporated
  3. customwhile each time the latter is evaporated
  4. customThe oily residue is crystallized from 2- propanol
  5. filtrationThe product is filtered off
  6. customrecrystallized from a small amount of ethanol

Sources & evidence

ORD record
ord-93f95c236a1740058e77c93ff403487d
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

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