Diethyl Ether → S-(alpha-Ethyl-alpha-methylbenzylthio)methyl O,O-Diethyl Phosphorodithioate

HRID 1974248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1974248
[CH2:1]([C:3]([S:11][CH2:12]Cl)([CH3:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:2].P([S-])(=S)([O-])[O-].[P:19]([SH:27])([O:24][CH2:25][CH3:26])([O:21][CH2:22][CH3:23])=[S:20].CCOCC>C(N(CC)CC)C>[P:19]([S:27][CH2:12][S:11][C:3]([CH2:1][CH3:2])([CH3:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[S:20])([O:24][CH2:25][CH3:26])[O:21][CH2:22][CH3:23]

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 9274O,O-Diethyl dithiophosphateHCID 177047PhosphorodithioateHCID 21489068{2-[(Chloromethyl)sulfanyl]butan-2-yl}benzene

Produkt 1

HCID 21489063S-(alpha-Ethyl-alpha-methylbenzylthio)methyl O,O-Diethyl Phosphorodithioate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To 0.091 mole of chloromethyl α-ethyl-α-methylbenzyl sulfide and 16.9 grams (0.091 mole) of the phosphorodithioate of the formula (C2H5O)2PSSH in 100 ml. of ether is added 9.2 grams of triethylamine, dropwise, maintaining the temperature at 25° C. The mixture is stirred for several hours and then washed with water and 5% sodium hydroxide solution. Evaporation of the solvent from the dried (magnesium sulfate) solution gives 31.3 grams (95%) of a colorless liqiuid. This material is chromatographically purified on a silica gel dry-column using 10 volume percent methylene chloride in hexane as the eluant.

Aufarbeitung

  1. washwashed with water and 5% sodium hydroxide solution
  2. customEvaporation of the solvent from the
  3. dry with materialdried (magnesium sulfate) solution
  4. customgives 31.3 grams (95%) of a colorless liqiuid
  5. customThis material is chromatographically purified on a silica gel dry-column

Quellen und Nachweise

ORD-Eintrag
ord-217eb2fe4acb4827a7561177655b787a
Quelldatensatz
uspto-grants-1976_12
Patentnummer
US04000269

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