HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (3S)-2-[(3,4-Dichlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | 3,4-Dichlorobenzyl chloride | HCID 7609 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | (3S)-1H,2H,3H,4H,9H-pyrido(3,4-b)indole-3-carboxylic acid | HCID 449440 | — |
| Product | (3S)-2-[(3,4-Dichlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid | HCID 13561938 | 54% |
Reaction Steps
In the same manner as described in Example 16, (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (3.24 g), KOH (1.75 g), 70% ethanol (45 ml), carbon disulfide (0.88 ml) and 3,4-dichlorobenzyl chloride (3.52 g) are reacted and treated. The product is purified by silica gel column chromatography (solvent, chloroform:methanol:acetic acid=97:2:1) to give the title compound (3.63 g, 54%), as pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04628057 |
| Source dataset | uspto-grants-1986_12 |
| ORD ID | ord-aea3e2de52944f2d838617be232a61a8 |
| Source note | uspto-grants-1986_12 |