Citric Acid → HCID 86601795, compound

Participants

Reaction Conditions

Reaction Steps

In order to produce the citrate, the more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenyl-cyclohexyl)-3-[2-(1H-indol-3-yl)-1-methyl-ethyl]-thiourea (324 mg, 0.75 mmole) was dissolved in hot ethanol (10 ml) and combined with a likewise hot solution of citric acid (316 mg, 1.65 mmole) in ethanol (1.5 ml). After cooling to approx. 5° C., the batch was left to stand for 4 h. The resultant solid was filtered out. The more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenyl-cyclohexyl)-3-[2-(1H-indol-3-yl)-1-methyl-ethyl]-thiourea citrate could be obtained in this manner as a colorless solid (Example 33, melting point: 145-148° C.) in a yield of 467 mg (100%).

Provenance & Evidence