Ammonium Hydroxide → HCID 11182975, compound

HRID 1696458Notes

Reaction equation

HRID 1696458 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][C:11]([O:13]C)=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[NH4+:15].[OH-]>>[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][C:11]([NH2:15])=[O:13])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 526967Methyl 2-(3-nitrophenyl)acetate

Product 1

HCID 11182975HCID 11182975, compoundYield 84.6%

Procedure

Methyl 2-(3-nitrophenyl)acetate (9.6 g, 49 mmol) was treated with conc. NH4OH (24 ml, 172 mmol). The suspension was stirred briskly at RT until complete, then chilled thoroughly in an ice bath. The solids were collected by filtration, rinsed sparingly with ice H2O and dried to yield pure 2-(3-nitrophenyl)acetamide as an off-white solid (7.47 g, 84% yield). 1H NMR (300 MHz, DMSO-d6): δ 8.18-8.02 (m, 2H), 7.75-7.70 (m, 1H), 7.61-7.57 (m, 3H), 7.00 (brs, 1H), 3.58 (s, 3H); MS (ESI) m/z: 181.0 (M+H+).

Workup

  1. temperaturethen chilled thoroughly in an ice bath
  2. filtrationThe solids were collected by filtration
  3. washrinsed sparingly with ice H2O
  4. customdried

Sources & evidence

ORD record
ord-98a243dfcadc4070963e582924558966
Source dataset
uspto-grants-2012_04
Patent number
US08163756B2

Reaction notes

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