Ethyl acetate hexane → Ethyl N-[ethyl(3-methylphenyl)oxido-λ4-sulfanylidene]carbamate

HRID 249943Notes

Reaction equation

HRID 249943 reaction equation
[CH2:1]([S:3]([C:6]1[CH:7]=[C:8]([CH3:12])[CH:9]=[CH:10][CH:11]=1)(=[NH:5])=[O:4])[CH3:2].CCCCCC.[C:19]([O:22][CH2:23][CH3:24])(=[O:21])C>C(OCC)(=O)C>[CH2:23]([O:22][C:19]([N:5]=[S:3]([CH2:1][CH3:2])([C:6]1[CH:7]=[C:8]([CH3:12])[CH:9]=[CH:10][CH:11]=1)=[O:4])=[O:21])[CH3:24]

Participants

4

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 86632826HCID 86632826, compound

Product 1

HCID 57788051Ethyl N-[ethyl(3-methylphenyl)oxido-λ4-sulfanylidene]carbamateYield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

According to GWP 3, the conversion of (RS)-S-ethyl-S-(m-tolyl)sulphoximide (2.55 g, 13.91 mmol) and chromatographic purification (silica gel, hexane/ethyl acetate: 0→100% ethyl acetate) gives the desired product in 92% yield (3.27 g).

Sources & evidence

ORD record
ord-37da94cfe39a4c9a850eacfcef0372ed
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Reaction notes

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