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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