Ammonium Chloride → HCID 69219050, compound

HRID 1393113Notes

Reaction equation

HRID 1393113 reaction equation
[NH4+].[Cl-].[CH3:3][O:4][C:5](=[O:18])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][C:9]=1[I:17]>O.CO.[Fe]>[CH3:3][O:4][C:5](=[O:18])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][C:9]=1[I:17]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 69219706HCID 69219706, compound

Product 1

HCID 69219050HCID 69219050, compoundYield 26.1%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
90 °C

Procedure

NH4Cl (4.49 g, 84.00 mmol) in water (105 ml) was added to a suspension of Fe (powder, 2.85 g, 51.00 mmol) in water (18 ml), the treated with (2-iodo-4-nitro-phenoxy)-acetic acid methyl ester (5.06 g, 15.00 mmol) in MeOH (105 ml). The reaction was heated at 90° C. for 28 h, filtered and extracted with brine/EtOAc (3×). The organic phase was washed with brine, dried over Na2SO4 and evaporated to give 1.2 g of (4-amino-2-iodo-phenoxy)-acetic acid methyl ester, MS: 308.1 (MH)+.

Workup

  1. filtrationfiltered
  2. extractionextracted with brine/EtOAc (3×)
  3. washThe organic phase was washed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-bee4a657537b4d28a97c077ffbbddc1b
Source dataset
uspto-grants-2008_03
Patent number
US07345067B2

Reaction notes

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