Triethylamine → S-(1,1-dimethylpropyl)ethylphosphonotrithioic acid

HRID 65446Notes

Reaction equation

HRID 65446 reaction equation
[CH2:1]([P:3](=[S:5])=[S:4])[CH3:2].[CH3:6][C:7]([CH3:11])([SH:10])[CH2:8][CH3:9].C(N(CC)CC)C>O1CCCC1>[CH3:6][C:7]([S:10][P:3]([CH2:1][CH3:2])([SH:5])=[S:4])([CH3:11])[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 8471Triethylamine2×HCID 155112-Butanethiol, 2-methyl-HCID 16131073Phosphenodithioic ethane

Product 1

HCID 13715535S-(1,1-dimethylpropyl)ethylphosphonotrithioic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a slurry of 16.5 grams (g) of ethylthionophosphine sulfide in tetrahydrofuran, under nitrogen at room temperature, was added 13.8 g (0.133 mole) 1,1-dimethyl-1-propanethiol (tertiary amyl mercaptan). To this mixture was added 18.5 milliliters (ml) (0.133 mole) triethylamine, dropwise. The mixture was stirred one hour at room temperature, then refluxed for 1/2 hour and stripped of solvent. There was obtained 30.1 g (87% of theoretical yield) of the triethylamine salt of S-(1,1-dimethylpropyl)ethylphosphonotrithioic acid).

Workup

  1. temperaturerefluxed for 1/2 hour

Sources & evidence

ORD record
ord-91f9ecc81e494faab7195e02189fbc62
Source dataset
uspto-grants-1986_09
Patent number
US04614735

Reaction notes

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