Diisopropylamine → N,N-Diisopropyl-1,3,2-oxathiaphospholan-2-amine

HRID 1721705Notes

Reaction equation

HRID 1721705 reaction equation
Cl[P:2]1[S:6][CH2:5][CH2:4][O:3]1.[CH:7]([NH:10][CH:11]([CH3:13])[CH3:12])([CH3:9])[CH3:8]>CCCCC>[CH:7]([N:10]([P:2]1[S:6][CH2:5][CH2:4][O:3]1)[CH:11]([CH3:13])[CH3:12])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 7912DiisopropylamineHCID 111943992-Chloro-1,3,2-oxathiaphospholane

Product 1

HCID 15276683N,N-Diisopropyl-1,3,2-oxathiaphospholan-2-amineYield 70%

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

Into the solution of the 2-chloro-1,3,2-oxathiaphospholane of Example 1 (28.5 g, 0.2 mol) in n-pentane (300 mL) was added dropwise, at room temperature, with stirring, N,N-diisopropylamine (40.5 g, 0.4 mol). After 0.5 h diisopropylamine hydrochloride was removed by filtration, solvent was evaporated under reduced pressure, and the product was distilled. The fraction collected at 70° C./0.1 mmHg was shown by means of 31P NMR to be homogeneous. Yield: 70%. 31P NMR: δ147.8 ppm (benzene). MS: m/z 207 (M-, E.I., 15 eV).

Workup

  1. customAfter 0.5 h diisopropylamine hydrochloride was removed by filtration, solvent
  2. customwas evaporated under reduced pressure
  3. distillationthe product was distilled
  4. customThe fraction collected at 70° C./0.1 mmHg

Sources & evidence

ORD record
ord-e027e560682a4a66b0cb87cd02214d80
Source dataset
uspto-grants-1996_04
Patent number
US05512668

Reaction notes

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