HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 4-bromo-3-methyl-N-trimethylsilanylmethyl-thiobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 4-bromo-3-methyl-N-(trimethylsilylmethyl)benzamide | HCID 66836469 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-bromo-3-methyl-N-trimethylsilanylmethyl-thiobenzamide | HCID 86691045 | 88% |
Reaction Steps
To a suspension of 4-bromo-3-methyl-N-(trimethylsilylmethyl)benzamide (i.e. the product of Step 1, 32.8 g) in toluene (250 mL) was added 2,4-bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane (“Lawesson's reagent”, 31.3 g). The mixture was heated at reflux for 1 h, cooled to room temperature and concentrated. Purification by flash chromatography on silica gel afforded the title compound (30.3 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653000B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-7d40ad9089ba4048a7c25852758b6e10 |
| Source note | uspto-grants-2014_02 |