Sodium Azide → HCID 21559389, compound

HRID 1578529Notes

Reaction equation

HRID 1578529 reaction equation
[CH2:1]([N:5]1[CH2:9][CH2:8][O:7][CH:6]1[CH:10]([CH3:12])[CH3:11])[CH:2]1[O:4][CH2:3]1.[N-:13]=[N+:14]=[N-:15].[Na+]>O1CCOCC1>[N:13]([CH2:3][CH:2]([OH:4])[CH2:1][N:5]1[CH2:9][CH2:8][O:7][CH:6]1[CH:10]([CH3:12])[CH3:11])=[N+:14]=[N-:15]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 214849713-[(Oxiran-2-yl)methyl]-2-(propan-2-yl)-1,3-oxazolidine

Product 1

HCID 21559389HCID 21559389, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

Into a 500 ml., three-neck flask equipped with a mechanical stirrer, thermometer attached to a thermowatch, temperature controller and a condenser with a drying tube, is charged 171g. (1 mole) of 3-glycidyl-2-isopropyloxazolidine, 71.5g (1.1 mole) sodium azide and 250 cc of dioxane. The mixture is stirred and heated at 80°C for 6-8 hours and the solvent is then removed in vacuo to afford 3-(3-azido-2-hydroxypropyl)-2-isopropyl-1,3-oxazolidine.

Workup

  1. custom, three-neck flask equipped with a mechanical stirrer
  2. customthermometer attached to a thermowatch, temperature controller and a condenser with a drying tube
  3. customthe solvent is then removed in vacuo

Sources & evidence

ORD record
ord-4b633763d270408a90a3d1ebd651479b
Source dataset
uspto-grants-1976_02
Patent number
US03937716

Reaction notes

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