Trimethylsilyl iodide → HCID 15052497, compound

HRID 1074135Notes

Reaction equation

HRID 1074135 reaction equation
I[Si](C)(C)C.[C:6]([N:9]([CH:16]([P:25](=[O:32])([O:29]CC)[O:26]CC)[P:17](=[O:24])([O:21]CC)[O:18]CC)[C:10]1[CH:14]=[C:13]([CH3:15])[O:12][N:11]=1)(=[O:8])[CH3:7]>C(Cl)(Cl)(Cl)Cl>[C:6]([N:9]([CH:16]([P:25](=[O:26])([OH:29])[OH:32])[P:17](=[O:18])([OH:24])[OH:21])[C:10]1[CH:14]=[C:13]([CH3:15])[O:12][N:11]=1)(=[O:8])[CH3:7]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 15052496HCID 15052496, compound

Product 1

HCID 15052497HCID 15052497, compoundYield 33.9%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Iodotrimethylsilane (2.68 ml) was added to an ice-cooled solution of 2 g of tetraethyl [N-acetyl(5-methyl-3-isoxazolyl)amino]methylene-bis(phosphonate) in 20 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 residue thus obtained was washed with ether, hexane and acetone to give a solid which was recrystallized from acetone-hexane to give 0.5 g of [N-acetyl(5-methyl-3-isoxazolyl)amino]methylene-bis(phosphonic acid) as crystals.

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 residue thus obtained
  6. washwas washed with ether, hexane and acetone
  7. customto give a solid which
  8. customwas recrystallized from acetone-hexane

Sources & evidence

ORD record
ord-9824d9522b6d48c6bdb056d9ea3605dd
Source dataset
uspto-grants-1990_11
Patent number
US04973576

Reaction notes

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