HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[4-(2-(1,3-Dioxolan-2-yl)-ethyl)-1-piperazinyl]-1-phenyl indole 3-carboxylic acid (4-methyl)-piperazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(2-Chloroethyl)-1,3-dioxolane | HCID 78071 | — |
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | 1-Phenyl-2-(1-piperazinyl)-indole 3-carboxylic acid (4-methyl)-Piperazide | HCID 86736455 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-[4-(2-(1,3-Dioxolan-2-yl)-ethyl)-1-piperazinyl]-1-phenyl indole 3-carboxylic acid (4-methyl)-piperazide | HCID 86736458 | — |
Reaction Steps
A stirred mixture of 8 g (0.02 mol) of 1-phenyl-2-(1-piperazinyl)-indole 3-carboxylic acid (4-methyl)-piperazide, 9.45 g (0.07 mol) of 2-(2-chloroethyl)-1,3-dioxolane and 9.7 ml of triethylamine in 60 ml of toluene was maintained at the boil for 40 hours. After cooling, the mixture was diluted with 200 ml of chloroform, washed three times with water, and the solvent was eliminated in vacuo. The resinous residue of the organic phase was chromatographed using silica gel 60 (0.06-0.2 mm, deactivated by 10% of water, column size: 3 × 100 cm) with chloroform containing 10% methanol. The base was eluted as a resin. The yield amounted to 6.6 g (66% of the theoretical yield). The dihydrochloride melted at 215°-217° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04148895 |
| Source dataset | uspto-grants-1979_04 |
| ORD ID | ord-2ea726274d5b438283d3b7d1fe3bc327 |
| Source note | uspto-grants-1979_04 |