HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (3R)-2-[(4-Chlorobenzylthio)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 | 1-Chloro-4-(chloromethyl)benzene | HCID 7723 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | D-1,2,3,4-Tetrahydronorharman-3-carboxylic acid | HCID 675102 | — |
| Product | (3R)-2-[(4-Chlorobenzylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid | HCID 13561934 | 57% |
Reaction Steps
In the same manner as described in Example 16, (3R)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (5.4 g), 2N NaOH (25 ml), 50% ethanol (70 ml), carbon disulfide (1.45 ml) and 4-chlorobenzyl chloride (5.65 g) are reacted and treated. The residue is purified by silica gel column chromatography (solvent, chloroform:methanol:acetic acid=97:2:1) to give the title compound (5.86 g, 57%) 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-7d7cac32ca4a4125a625bea79f8322ce |
| Source note | uspto-grants-1986_12 |