Hydrochloric Acid → HCID 20427611, compound

Reaction equation

Br[CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]([C:23]#[N:24])=[C:6]1[S:25][CH2:26][CH3:27].[CH2:28]([NH2:30])[CH3:29].[ClH:31]>O1CCOCC1>[ClH:31].[CH2:28]([NH:30][CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]([C:23]#[N:24])=[C:6]1[S:25][CH2:26][CH3:27])[CH3:29]

Participants

Procedure

8.8 g 1-(3-bromopropyl)-2-ethylthio-5-oxo-4,4-diphenyl-2-pyrroline-3-carbonitrile and 3.0 g ethylamine are stirred for two days at room temperature in 300 ml dioxan. The solvent is removed on a Rotavapor and the residue partitioned between chloroform and dil. sodium bicarbonate solution. The organic phase is evaporated and the residue chromatographed on silica gel with toluene/ethanol 10+1 as elution agent. The base so obtained is converted in ethanolic solution into the corresponding hydrochloride by mixing with ethereal hydrochloric acid solution. One obtains 1.0 g of colorless crystals of mp 173°-174° C., decomp.