ChemicalBook CAS DataBase List S,S'-Dimethyl dithiocarbonate

S,S'-Dimethyl dithiocarbonate synthesis

7synthesis methods

Product Name:S,S'-Dimethyl dithiocarbonate
CAS Number:868-84-8
Molecular formula:C3H6OS2
Molecular Weight:122.21

67-56-1 Synthesis

67-56-1
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77-78-1
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$19.69/1ml

868-84-8
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$50.89/5g

19708-81-7
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Yield:19708-81-7 57% ，868-84-8 15%

Reaction Conditions:

Stage #1:methanol;carbon disulfide with potassium hydroxide in diethyl ether;benzene at 6; for 5 h;
Stage #2:dimethyl sulfate in diethyl ether;benzene at 20; for 20 h;

Steps:

117
To a suspension of granulated KOH (9.3 g, 0.166 mol) in dry Et20 and benzene (1: 1, 70 ml), was addedMeOH (5.3 g, 6.7 ml, 0.166 mol). The reaction mixture was cooled to6 C and a solutionof CS2 (12.6 g, 10.0 ml, 0.166 mol) in benzene (7.5 ml) was added dropwise. After 5 hrs at6 C,Me2SO4 (20.9 g, 15.7 ml, 0.166 mol) was added and the reaction mixture then stirred at room temperature for 20 hours. The organic layer was decanted, washed sequentially with 0.1 NHC1, saturatedNaCl and half saturatedNaCl. Solvent was removed and the residue was purified by vacuum distillation to give the title compound (11.5 g, contaminated with about 15 % S, S-dimethyl dithiocarbonate, 57%).'H NMR:8 2.55 (s, 3 H), 4.14 (s,3 H).

References:

ASTRAZENECA AB;ASTRAZENECA UK LIMITED WO2005/49033, 2005, A1 Location in patent:Page/Page column 116

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