HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 67025493, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 57627869 | HCID 57627869 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67025493 | HCID 67025493 | 87% |
Reaction Steps
To a 0° C. solution of 4-(3-bromo-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]thiazin-2-ylamine (10 g, 35 mmoles, 1 equiv) and triethylamine (4.3 g, 42 mmoles, 1.2 equiv) in dichloromethane (70 mL) is added dropwise acetyl chloride (2.8 g, 35 mmoles, 1 equiv) over 5 minutes. The reaction is allowed to warm to ambient temperature. After 1 h, the reaction is diluted with dichloromethane and extracted with water. The organic layers are separated, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting residue is purified by silica gel chromatography eluting with hexane:ethyl acetate (1:1) to give the title compound (87% yield): MS (m/z): 327, 329 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07648983B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-003dfa178c984cad89a5ea3ae6f34b09 |
| Source note | uspto-grants-2010_01 |