[ClH:1].[CH3:2][N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]#[N:14])=[CH:4]1.C1([OH:21])C=CC=CC=1>C(OCC)C>[ClH:1].[CH3:2][N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13](=[NH:14])[OH:21])=[CH:4]1Hydrogen chloride was bubbled through a solution of 3 g (176 mmol) of 1-methylindole-3-acetonitrile and 8.28 g (88 mmol) of phenol in 70 ml of dry diethyl ether for 2 hours and the resulting solution was left to stand for 4 days. The solvent was removed under reduced pressure. The residual gum was triturated with diethyl ether to give 1.4 g (30%) of 1-methyl3-indoleacetimidate hydrochloride in the form of a purple solid of melting point 119° C.
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