Hexamethyldisilazane → HCID 20454115, compound

HRID 1462206Notes

Reaction equation

HRID 1462206 reaction equation
[O:1]1[CH2:6][C:5](=O)[NH:4][C:3](=[O:8])[NH:2]1.S([O-])([O-])(=O)=O.[NH4+].[NH4+].[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.C[Si](C)(C)N[Si](C)(C)C>O1CCOCC1>[N:16]1([C:5]2[CH2:6][O:1][NH:2][C:3](=[O:8])[N:4]=2)[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

6

Reactant 4

HCID 13838HexamethyldisilazaneHCID 31268PyrrolidineHCID 642154HCID 642154, compoundHCID 6097028Ammonium Sulfate

Product 1

HCID 20454115HCID 20454115, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 1.16 g (0.010 mole) of 6H-1,2,4-oxadiazin-3,5(2H,4H)-dione, 5 mg of ammonium sulfate, 2.06 (0.029 mole) of pyrrolidine and 20 ml of hexamethyldisilazane in 40 ml of dry freshly distilled dioxane is refluxed for 17 hours. After cooling, the dioxane and hexamethyldisilazane are removed in vacuo and the syrupy residue is dried on a vacuum pump for 2 hours. The resulting semi-solid residue is triturated with 100 ml of petroleum ether and filtered to yield 0.8 g (47 percent) of 5-(1-pyrrolidinyl)-6H-1,2,4-oxadiazin-3(2H)-one.

Workup

  1. temperatureis refluxed for 17 hours
  2. temperatureAfter cooling
  3. customthe dioxane and hexamethyldisilazane are removed in vacuo
  4. customthe syrupy residue is dried on a vacuum pump for 2 hours
  5. customThe resulting semi-solid residue is triturated with 100 ml of petroleum ether
  6. filtrationfiltered

Sources & evidence

ORD record
ord-68beabc35d144ac88bc152dd456c3b24
Source dataset
uspto-grants-1984_07
Patent number
US04459403

Reaction notes

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