HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → N-(2'-Chloro-6'-methylphenyl)-N-chloroacetyl-4-methylaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | N-(2'-chloro-6'-methylphenyl)-4-methylaniline | HCID 57952145 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(2'-Chloro-6'-methylphenyl)-N-chloroacetyl-4-methylaniline | HCID 57952152 | 77.9% |
Reaction Steps
The solution of N-(2′-chloro-6′-methylphenyl)-4-methylaniline (1.4 g) in 2.21 g chloroacetylchloride is heated to 90° C. for 4 h. The mixture is diluted with toluene (25 ml), cooled to room temperature and washed with aqu. sodium carbonate. The organic phase is dried, evaporated and the residue is subjected to flash chromatography [57 g silica, toluene and toluene/ethylacetate (98:2)] to afford 1.45 g of N-(2′-Chloro-6′-methylphenyl)-N-chloroacetyl-4-methylaniline which is crystallised from heptane, mp: 113-114° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906677B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-a3456b5d6a45462da116fb640b9a79d2 |
| Source note | uspto-grants-2011_03 |