Acetic Anhydride → HCID 15052496, compound

HRID 1074134Notes

Reaction equation

HRID 1074134 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([NH:7][CH:8]([P:17](=[O:24])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20])[P:9](=[O:16])([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])[CH:3]=1.[C:25](OC(=O)C)(=[O:27])[CH3:26]>>[C:25]([N:7]([CH:8]([P:9](=[O:16])([O:10][CH2:11][CH3:12])[O:13][CH2:14][CH3:15])[P:17](=[O:24])([O:18][CH2:19][CH3:20])[O:21][CH2:22][CH3:23])[C:4]1[CH:3]=[C:2]([CH3:1])[O:6][N:5]=1)(=[O:27])[CH3:26]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 15052485HCID 15052485, compound

Product 1

HCID 15052496HCID 15052496, compound

Procedure

6 g of tetraethyl [(5-methyl-3-isoxazolyl)amino]-methylene-bis(phosphonate) was dissolved in 60 ml of acetic anhydride and heated under reflux overnight. The reaction solution was concentrated under reduced pressure, and the resulting syrup was formed into a chloroform solution. This was washed with water and dried, and then the solvent was removed by distillation. The residue was purified on a silica gel column (eluent: 0.5-2% ethanolchloroform) to give 5.2 g of tetraethyl [N-acetyl(5-methyl-3-isoxazolyl)amino]methylene-bis(phosphonate) as a pale yellow syrup.

Workup

  1. temperatureheated
  2. temperatureunder reflux overnight
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customthe resulting syrup was formed into a chloroform solution
  5. washThis was washed with water
  6. customdried
  7. customthe solvent was removed by distillation
  8. customThe residue was purified on a silica gel column (eluent: 0.5-2% ethanolchloroform)

Sources & evidence

ORD record
ord-901d8edb9c7b4396a5b384a141f5f456
Source dataset
uspto-grants-1990_11
Patent number
US04973576

Reaction notes

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