HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanecarbonyl chloride → Cyclohexanecarboxylic acid {2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl-]ethyl}-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | 1-(2-Amino-1-ethyl)-4-(1,4-benzodioxan-5-yl)piperazine | HCID 10587641 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Cyclohexanecarboxylic acid {2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl-]ethyl}-amide | HCID 9799670 | 88.1% |
Reaction Steps
A solution of 2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl-]ethylamine (0.20 g, 0.76 mmol) in dichloromethane (5 mL) was treated with cyclohexanecarbonyl chloride (0.11 g, 0.76 mmol) at 0° C. under a nitrogen atmosphere. The resulting mixture was stirred overnight, during which time it came up to room temperature. The product was precipitated by the addition of hexane to yield the hydrochloride semihydrate salt of the titled compound (0.25 g, 80%) as a white solid; mp=165-166° C.; MS (+) ESI m/z=374 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06306859B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-74316bd8a50748ecbdefea8f7c1c0a0c |
| Source note | uspto-grants-2001_10 |