Ammonia → 3-(4-Nitrophenyl)propanamide

HRID 1085290Notes

Reaction equation

HRID 1085290 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12](Cl)=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH3:15]>C(Cl)(Cl)Cl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([NH2:15])=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 147973603-(4-Nitrophenyl)propionyl chloride

Product 1

HCID 135960733-(4-Nitrophenyl)propanamide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 21 g of 3-(4-nitrophenyl)propionyl chloride in 30 ml of chloroform was added dropwise into a mixture of 75 ml of concentrated aqueous ammonia and 75 ml of ice water. The resultant mixture was then stirred for 2 hours under ice-cooling. The resultant precipitate was collected by filtration, dried in air and recrystallized from ethyl acetate, thereby obtaining 13.7 g of 3-(4-nitrophenyl)propanamide.

Workup

  1. temperaturecooling
  2. filtrationThe resultant precipitate was collected by filtration
  3. customdried in air
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-7af9b36081fa4f9393918080bc8eaa18
Source dataset
uspto-grants-1991_04
Patent number
US05008267

Reaction notes

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