Methyl iodide → HCID 71440408, compound

To the slurry of thiourea (13.6 g, 178.6 mmol) in 130 mL DCM was added N,N-dimethylacetamide dimethylacetal (25 g, 187.6 mmol). The reaction mixture was stirred at room temperature for 5 hours. The mixture was condensed under reduced pressure providing an orange residue. To the residue was added 100 mL THF resulting orange suspension. To the suspension was added iodomethane (14.5 mL) under ice bath, and it was warmed to room temperature. The mixture was further stirred at room temperature for 2 hours resulting precipitates. The reaction was monitored by TLC. The precipitates obtained from the solution were filtered and washed with cold THF yielding pale brown solids (44.89 g, 87.5%).

1. customcondensed under reduced pressure
2. customproviding an orange residue
3. temperatureit was warmed to room temperature
4. stirringThe mixture was further stirred at room temperature for 2 hours
5. customresulting
6. customprecipitates
7. customThe precipitates obtained from the solution
8. filtrationwere filtered
9. washwashed with cold THF yielding pale brown solids (44.89 g, 87.5%)

ORD record

ord-e2e758d658594781bdb06bc750bde59e

Source dataset

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08404677B2