Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tert-Butyl hypochlorite | HCID 521297 | — |
| Reactant | Methanone, (2-amino-5-methylphenyl)(4-fluorophenyl)- | HCID 10966280 | — |
| Reactant | HCID 21196834 | HCID 21196834 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 20406198 | HCID 20406198 | 86% |
Reaction Steps
To a mixture of 45.8 g (0.2 mole) of (2-amino-5-methylphenyl)(4-fluorophenyl)methanone and 26.6 g (0.2 mole) of 2-(1-propylthio)acetamide and 700 ml of methylene chloride cooled to -70° C. was added 23 g (0.2 mole) of 95% t-butoxychloride over a 40 minute period. The mixture was kept at -70° C. for 2 additional hours and then 21 g (0.2 mole of triethylamine was added dropwise. The mixture was allowed to warm to room temperature and was washed with water. The organic layer was concentrated and the residue was triturated with isopropyl ether to give 61.7 g (86%) of the titled compound as yellow crystals, m.p. 130.5°-132.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04503073 |
|---|
| Source dataset | uspto-grants-1985_03 |
|---|
| ORD ID | ord-a6f3b04eff6a45fc9660fe2e28882def |
|---|
| Source note | uspto-grants-1985_03 |
|---|