Decylamine → HCID 178443395, compound

HRID 1462194Notes

Reaction equation

HRID 1462194 reaction equation
[O:1]1[CH2:6][C:5](=O)[NH:4][C:3](=[O:8])[NH:2]1.C[Si](C)(C)N[Si](C)(C)C.[CH2:18]([NH2:28])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>S([O-])([O-])(=O)=O.[NH4+].[NH4+].O1CCOCC1>[CH2:18]([NH:28][C:5]1[CH2:6][O:1][NH:2][C:3](=[O:8])[N:4]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

6

Reactant 3

HCID 8916DecylamineHCID 13838HexamethyldisilazaneHCID 642154HCID 642154, compound

Product 1

HCID 178443395HCID 178443395, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 6097028Ammonium SulfateCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of 5.0 g (0.043 mole) of 6H-1,2,4-oxadiazin-3,5(2H,4H)-dione, 0.025 g of ammonium sulfate, 35 ml of hexamethyldisilazane and 19.5 g (0.123 mole) of n-decylamine in 200 ml freshly distilled dry 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 approximately 10 g (92 percent) of 5-decylamino-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-4614feab4e0e435aaf25da966ad3e181
Source dataset
uspto-grants-1984_07
Patent number
US04459403

Reaction notes

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