Sodium Hydroxide → 4-(Aminomethyl)benzamide

HRID 1765475Notes

Reaction equation

HRID 1765475 reaction equation
[OH-:1].[Na+].[NH2:3][CH2:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1.O.OO>O>[NH2:10][CH2:9][C:8]1[CH:11]=[CH:12][C:5]([C:4]([NH2:3])=[O:1])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 826084-(Aminomethyl)benzonitrileHCID 449047Hydrogen peroxide water

Product 1

HCID 25128184-(Aminomethyl)benzamideYield 809%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a reactor equipped with a motor-driven stirrer, 45 g of water, 1.38 g of sodium hydroxide (reagent, purity: 96%) and 43.56 g of p-aminomethylbenzonitrile were charged in this sequence and then stirred at room temperature. 74.8 g of 30 wt % hydrogen peroxide water was gradually added so that the reaction temperature reaches 30° C. or lower, followed by mixing with stirring. After foaming and temperature rise were terminated, the reaction solution was cooled to 5° C. The deposited crystal was collected by filtration and then dried to obtain 41.92 g of p-aminomethylbenzamide (yield based on p-aminomethylbenzonitrile: 81%). The purity of p-aminomethylbenzamide determined by analyzing using high-performance liquid chromatograph was 97%.

Workup

  1. customIn a reactor equipped with a motor-driven stirrer
  2. customreaches 30° C.
  3. additionby mixing
  4. stirringwith stirring
  5. customtemperature rise were terminated
  6. temperaturethe reaction solution was cooled to 5° C
  7. filtrationThe deposited crystal was collected by filtration
  8. customdried

Sources & evidence

ORD record
ord-eb50ba5858934691b885781b18e95b65
Source dataset
uspto-grants-2007_06
Patent number
US07227036B2

Reaction notes

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