Ammonia → HCID 19932425, compound

HRID 21523Notes

Reaction equation

HRID 21523 reaction equation
[Cl:1][C:2]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:23]([O-:25])=[O:24])=[C:9]([CH:22]=1)[O:10][C:11]1[CH:21]=[CH:20][CH:19]=[CH:18][C:12]=1[O:13][CH2:14][C:15](Cl)=[O:16].N.C(O)C.C[N:36](C)C=O>O>[Cl:1][C:2]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:23]([O-:25])=[O:24])=[C:9]([CH:22]=1)[O:10][C:11]1[CH:21]=[CH:20][CH:19]=[CH:18][C:12]=1[O:13][CH2:14][C:15]([NH2:36])=[O:16]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 702EthanolHCID 6228DimethylformamideHCID 19932413{o-[5-(2,4-Dichlorophenoxy)-2-nitrophenoxy]phenoxy}acetyl chloride

Product 1

HCID 19932425HCID 19932425, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of {o-[5-(2,4-dichlorophenoxy)-2nitrophenoxy]phenoxy}acetyl chloride (1.11 g, 2.38 mmol), ammonia solution (5 mL of a 35% solution), ethanol (5 mL) and N,N-dimethylformamide (10 mL) is stirred for one hour, poured into water and extracted with an ether/ethyl acetate (1:1) solution. The combined organic extracts are washed sequentially with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to give the title product as a yellow oil (1.0 g) which is identified by NMR spectral analyses.

Workup

  1. extractionextracted with an ether/ethyl acetate (1:1) solution
  2. washThe combined organic extracts are washed sequentially with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bddef9e5b7b643b9baaf571b3514e0a8
Source dataset
uspto-grants-1995_06
Patent number
US05424280

Reaction notes

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