Hydrochloric Acid → 5-(2-Aminomethylpropan-2-yl)-2-(4-methylphenyl)benzimidazole

HRID 1639140Notes

Reaction equation

HRID 1639140 reaction equation
C([NH:4][CH2:5][C:6]([C:9]1[CH:24]=[CH:23][C:12]2[N:13]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=3)[NH:15][C:11]=2[CH:10]=1)([CH3:8])[CH3:7])(=O)C.Cl>C(O)C>[NH2:4][CH2:5][C:6]([C:9]1[CH:24]=[CH:23][C:12]2[N:13]=[C:14]([C:16]3[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=3)[NH:15][C:11]=2[CH:10]=1)([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 198404055-(2-Acetamidomethyl-propan-2-yl)-2-(4-methylphenyl)benzimidazole

Product 1

HCID 198403365-(2-Aminomethylpropan-2-yl)-2-(4-methylphenyl)benzimidazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.45 g. of the compound prepared in Example 26 is boiled under reflux for 48 hours in 35 ml. ethanol and 35 ml. concentrated hydrochloric acid. The solvent is removed in a vacuum and the residue is dissolved in water and neutralised with 2N aqueous ammonia solution. The substance which precipitates out is filtered off with suction. There is obtained 1.1 g. of the title compound; m.p. 45°-48° C.

Workup

  1. temperatureunder reflux for 48 hours in 35 ml
  2. customThe solvent is removed in a vacuum
  3. dissolutionthe residue is dissolved in water and neutralised with 2N aqueous ammonia solution
  4. customThe substance which precipitates out
  5. filtrationis filtered off with suction
  6. customThere is obtained 1.1 g

Sources & evidence

ORD record
ord-463b7beee1104ab38f9077f08caa4c2f
Source dataset
uspto-grants-1989_11
Patent number
US04882342

Reaction notes

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