Thiophosphoryl chloride → HCID 54274903, compound

HRID 371258Notes

Reaction equation

HRID 371258 reaction equation
[NH2:1][CH:2]([CH2:4][CH3:5])[CH3:3].[P:6](Cl)([Cl:9])([Cl:8])=[S:7]>CCOCC>[CH:2]([NH:1][P:6]([Cl:9])([Cl:8])=[S:7])([CH2:4][CH3:5])[CH3:3]

Participants

4

Reactant 2

HCID 19883Thiophosphoryl chlorideHCID 24874Sec-Butylamine

Product 1

HCID 54274903HCID 54274903, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 2-aminobutane (45 mL, 0.449 mol) in 45 mL of anhydrous ether was added dropwise to a solution of 93 mL (0.915 mol) of thiophosphoryl chloride in 200 mL of anhydrous ether at 0° C. under an argon atmosphere. The resultant slurry was stirred while slowly warmed to room temperature. After filtering to remove sec-butylamine hydrochloride (40.6 g), the filtrate was concentrated at reduced pressure to provide 32.3 g (69.7%) of a yellow oil.

Workup

  1. filtrationAfter filtering
  2. customto remove sec-butylamine hydrochloride (40.6 g)
  3. concentrationthe filtrate was concentrated at reduced pressure

Sources & evidence

ORD record
ord-551c0acfd52046cb83e35613fdc3dede
Source dataset
uspto-grants-1985_07
Patent number
US04530714

Reaction notes

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