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22nd August 2013 @ 14:17

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Reaction information

*#Reaction file
reactionscheme_2.cdx
*Reaction file type CDX
*Procedure O-4-Iodothiophenyl-N,N-dimethylcarbamate (6.29 g, 20.5 mmol) was placed in a Kugelrohr apparatus, at the temperature of 235 ºC for 2 h, with spinning. The resulting brownish oil was eluted with DCM (Rf 0.34; st. mat.: Rf 0.68) on silica gel to afford the title compound, a white solid (2.73 g, 8.89 mmol), and recovered starting material (3.28 g, 10.7 mmol). The product was then recrystallized from cyclohexane as white needles (2.45 g, 7.98 mmol, yield 39%).
*Yield (%) 39 %
*Type of Yield Isolated pure product
Reference(s)
PhD Thesis - 16Sep2010_final p11.pdf
PhD Thesis - 16Sep2010_final p105.pdf
Further information S-4-Iodothiophenyl-N,N-dimethylcarbamate

For multistep reactions (or their steps):

Overall reaction? False
For overall reaction - links to child reaction steps  
For step in multistep reaction - link to previous reaction step Reaction 1: Nucleophilic substitution of 4-iodophenol to dimethylthiocarbamoyl chloride: O-4-Iodophenyl-N,N-dimethylthiocarbamate
For step in multistep reaction - link to following reaction step Reaction 3: Removal of S-carbamate protecting group: 4-Iodothiophenol
Attached Files
reactionscheme_2.cdx