Ammonium Hydroxide → 3-(4-Chloro-2-nitro-phenoxy)-benzamide

HRID 2197914Notes

Reaction equation

HRID 2197914 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10](Cl)=[O:11])=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1.[NH4+:21].[OH-]>O>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([NH2:21])=[O:11])=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 866155003-(4-Chloro-2-nitro-phenoxy)-benzoyl chloride

Product 1

HCID 684618453-(4-Chloro-2-nitro-phenoxy)-benzamideYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product from Example 168b (1.8 g, 6.13 mmol) was added to cold NH4OH (15 mL) and stirred for 1 h. The reaction was poured into water and extracted with ethyl acetate. The organic layer washed with water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum to gave the title compound (1.66 g, 92%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer washed with water, brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-068e560d494046b1aa74b731c8ec7b13
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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