HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → [(2-Chlorophenyl)amino]-n-[5-(bromomethyl)-2-methylthiopyrimidin-4-yl]carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | [(2-Chlorophenyl)amino]-n-[5-(hydroxymethyl)-2-methylthiopyrimidin-4-yl]carboxamide | HCID 23381141 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [(2-Chlorophenyl)amino]-n-[5-(bromomethyl)-2-methylthiopyrimidin-4-yl]carboxamide | HCID 23381125 | 71% |
Reaction Steps
[(2—Chlorophenyl)amino]-N-[5-(hydroxymethyl)-2-methylthiopyrimidin-4-yl]carboxamide (1363 g) was mixed with 8L of tetrahydrofuran and mechanical stirring begun under nitrogen. Then phosphorus tribromide (135 mL) in 800 mL tetrahydrofuran were added to the mixture over 15 minutes. Stirring was continued for 4 hours, at which time the reaction was stopped and filtered. The filter cake was washed once with tetrahydrofuran and dried overnight at 55° C. in vacuum oven to give 1360 g (71%) of [(2-chlorophenyl)amino]-N-[5-(bromomethyl)-2-methylthiopyrimidin-4-yl]carboxamide (M+1 377).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06451804B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-e1f2f59b002f42e5a8fb50fc3f32f134 |
| Source note | uspto-grants-2002_09 |