Butylamine → HCID 178448892, compound

HRID 1462196Notes

Reaction equation

HRID 1462196 reaction equation
[O:1]1[CH2:6][C:5](=O)[NH:4][C:3](=[O:8])[NH:2]1.[CH2:9]([NH2:13])[CH2:10][CH2:11][CH3:12].C[Si](C)(C)N[Si](C)(C)C>S([O-])([O-])(=O)=O.[NH4+].[NH4+].O1CCOCC1>[CH2:9]([NH:13][C:5]1[CH2:6][O:1][NH:2][C:3](=[O:8])[N:4]=1)[CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 3

HCID 8007ButylamineHCID 13838HexamethyldisilazaneHCID 642154HCID 642154, compound

Product 1

HCID 178448892HCID 178448892, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 6097028Ammonium SulfateCatalystHCID 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, 0.88 g (0.012 mole) of n-butylamine and 20 ml hexamethyldisilazane in 40 ml freshly distilled dry dioxane is refluxed for 17 hours. After cooling to room temperature, 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 1.02 g (87 percent) of 5-butylamino-6H-1,2,4-oxadiazin-3(2H)-one.

Workup

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

Sources & evidence

ORD record
ord-7613d32658ee408c9d3d805ce159a2c4
Source dataset
uspto-grants-1984_07
Patent number
US04459403

Reaction notes

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