Trimethylsilyl iodide → HCID 15052525, compound

HRID 1074138Notes

Reaction equation

HRID 1074138 reaction equation
I[Si](C)(C)C.[CH3:6][C:7]1[O:11][N:10]=[C:9]([NH:12][CH:13]([P:22](=[O:29])([O:26]CC)[O:23]CC)[P:14](=[O:21])([O:18]CC)[O:15]CC)[CH:8]=1>C(Cl)(Cl)(Cl)Cl>[CH3:6][C:7]1[O:11][N:10]=[C:9]([NH:12][CH:13]([P:22](=[O:23])([OH:29])[OH:26])[P:14](=[O:15])([OH:18])[OH:21])[CH:8]=1

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 15052485HCID 15052485, compound

Product 1

HCID 15052525HCID 15052525, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Iodotrimethylsilane (7.1 ml) was added dropwise to an ice-cold solution of 4.8 g of tetraethyl [(5-methyl-3-isoxazolyl)amino]methylene-bis(phosphonate) in 90 ml of carbon tetrachloride. Then the temperature was allowed to rise to room temperature, and the mixture was stirred for 1 hour. The reaction mixture was concentrated, methanol was then added, and the mixture was again concentrated. The solid thus obtained was washed with a hot acetone to give 2.9 g of [(5-methyl-3-isoxazolyl)amino]methylene-bis(phosphonic acid) as a colorless solid.

Workup

  1. customto rise to room temperature
  2. concentrationThe reaction mixture was concentrated
  3. additionmethanol was then added
  4. concentrationthe mixture was again concentrated
  5. customThe solid thus obtained
  6. washwas washed with a hot acetone

Sources & evidence

ORD record
ord-bc54c727f0d149d0addfcd576c48ef8d
Source dataset
uspto-grants-1990_11
Patent number
US04973576

Reaction notes

Loading…