Sodium Bicarbonate → 2-amino-N-(4-cyanophenyl)acetamide

HRID 964989Notes

Reaction equation

HRID 964989 reaction equation
C(=O)([O-])O.[Na+].Cl.[NH2:7][CH2:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=1)=[O:10]>O>[NH2:7][CH2:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=1)=[O:10]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 187889452-amino-N-(4-cyanophenyl)acetamide hydrochloride

Product 1

HCID 187889462-amino-N-(4-cyanophenyl)acetamideYield 81.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

45.5 ml of a solution of 4N-hydrogen chloride/ethyl acetate was added to 10 g of 2-(tert-butoxycarbonylamino)-N-(4-cyanophenyl)acetamide in a closed vessel and stirred for 18 hours. The crystals formed were removed by filtration, washed with ethyl acetate and then dried under a reduced pressure to obtain 7.7 g of 2-amino-N-(4-cyanophenyl)acetamide hydrochloride. 58.8 ml of an 5 aqueous saturated solution of sodium hydrogencarbonate and 20 ml of water were added to 3.7 g of the hydrochloride and stirred for 1 hour. The crystals thus formed were taken out by filtration and dried under a reduced pressure to obtain 2.5 g of 2-amino-N-(4-cyanophenyl)acetamide.

Workup

  1. customThe crystals thus formed
  2. filtrationwere taken out by filtration
  3. customdried under a reduced pressure

Sources & evidence

ORD record
ord-ab9c666c7bcf4c1683187aaec7bbee45
Source dataset
uspto-grants-1998_06
Patent number
US05773442

Reaction notes

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