Hydrochloric Acid → 4-(Aminomethyl)benzonitrile hydrochloride

HRID 1937105Notes

Reaction equation

HRID 1937105 reaction equation
[ClH:1].[C:2]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][NH2:9])=[CH:6][CH:5]=1)#[N:3]>O>[ClH:1].[C:2]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][NH2:9])=[CH:6][CH:5]=1)#[N:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 826084-(Aminomethyl)benzonitrile

Product 1

HCID 99422504-(Aminomethyl)benzonitrile hydrochlorideYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

By use of a reactor similar to that employed in Example 3, concentrated hydrochloric acid (33.4 g) was added dropwise to a mixture containing crude p-cyanobenzylamine (41.3 g) obtained in Preparation Example 1 and water (25.8 g). The resultant mixture was cooled to room temperature, thereby forming white solid. The solid was separated through filtration at room temperature; washed twice with water (10 g×2); and dried under vacuum, thereby yielding 35.2 g of p-cyanobenzylamine hydrochloride (yield as reduced to p-cyanobenzylamine: 70%). Through analysis of the thus-obtained p-cyanobenzylamine hydrochloride, the p-cyanobenzylamine content and the p-xylylenediamine content were found to be 77 mass % and 0.6 mass %, respectively; and the hydrogen chloride content was found to be 22 mass %. The water content was found to be 0.3 mass %, and the bulk density was calculated to be 0.5 g/ml.

Workup

  1. additionwas added dropwise to a mixture
  2. customforming white solid
  3. customThe solid was separated through filtration at room temperature
  4. washwashed twice with water (10 g×2)
  5. customand dried under vacuum

Sources & evidence

ORD record
ord-75399e560e68444d86be725db537ac8f
Source dataset
uspto-grants-2002_05
Patent number
US06392083B1

Reaction notes

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