Diisopropylamine → HCID 54334711, compound

HRID 371259Notes

Reaction equation

HRID 371259 reaction equation
[CH:1]([NH:4][CH:5]([CH3:7])[CH3:6])([CH3:3])[CH3:2].[P:8](Cl)([Cl:11])([Cl:10])=[S:9]>CCOCC>[CH:1]([N:4]([CH:5]([CH3:7])[CH3:6])[P:8]([Cl:11])([Cl:10])=[S:9])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7912DiisopropylamineHCID 19883Thiophosphoryl chloride

Product 1

HCID 54334711HCID 54334711, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of diisopropylamine (72 mL, 0.512 mole) in 75 mL of anhydrous ether was added dropwise to a cold (ice bath) solution of 106 mL (1.02 moles) of thiophosphoryl chloride in 300 mL of anhydrous ether under an argon atmosphere. The resultant slurry was allowed to slowly warm to room temperature. After filtering to remove isopropylamine hydrochloride, the filtrate was concentrated under vacuum to provide a red oil (45.2 g, 75.4%).

Workup

  1. filtrationAfter filtering
  2. customto remove isopropylamine hydrochloride
  3. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-46c5597eab48431ebcb554c1769c6fa1
Source dataset
uspto-grants-1985_07
Patent number
US04530714

Reaction notes

Loading…