Ammonium Chloride → HCID 178436816, compound

HRID 1459180Notes

Reaction equation

HRID 1459180 reaction equation
[CH2:1]([CH:3]1[CH2:9][CH2:8][C:7](OC)=[N:6][CH2:5][CH2:4]1)[CH3:2].[Cl-:12].[NH4+:13]>CO>[ClH:12].[CH2:1]([CH:3]1[CH2:4][CH2:5][NH:6][C:7](=[NH:13])[CH2:8][CH2:9]1)[CH3:2]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 15453850HCID 15453850, compound

Product 1

HCID 178436816HCID 178436816, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title product of EXAMPLE 26 (0.28 g, 1.80 mmol) and 0.11 g (2.0 mmol) of ammonium chloride (NH4Cl) were refluxed in 20 mL of methanol (MeOH) under a nitrogen atmosphere for 3.5 h. After cooling the reaction to room temperature, it was filtered, stripped of all solvent under reduced pressure, and partitioned between 20 mL of water and 25 mL of EtOAc. The organic and aqueous phases were separated and the aqueous phase was washed with another 25 mL portion of EtOAc before it was lyophilized to provide 0.27 g (80%) of the white solid title material.

Workup

  1. temperatureAfter cooling
  2. customthe reaction to room temperature
  3. filtrationit was filtered
  4. custompartitioned between 20 mL of water and 25 mL of EtOAc
  5. customThe organic and aqueous phases were separated
  6. washthe aqueous phase was washed with another 25 mL portion of EtOAc before it

Sources & evidence

ORD record
ord-ca2fe47668234f7cb82a7dc8a3d44421
Source dataset
uspto-grants-1998_12
Patent number
US05854234

Reaction notes

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