[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9]C(=O)C)[C:3]1=[N:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.[OH-].[Na+].C(O)(=O)/C=C/C(O)=O>CN(C)C=O.O.CO>[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][OH:9])[C:3]1=[N:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:21][CH2:22][O:23][CH2:24][CH2:25]1Reaction of 4-{2-[1-methyl-3-(2-acetoxyethyl)-2-imidazolidinylideneamino]phenyl}morpholine (2.7 g) in dimethylformamide (10 ml) with sodium hydroxide (0.4 g) in water (10 ml) for one hour at 10° C. gave an oil which was dissolved in methanol (10 ml) and treated with fumaric acid (0.4 g) to give 4-{2-[1-methyl-3-(2-hydroxyethyl)-2-imidazolidinylideneamino]phenyl}morpholine (m.p. 129°-131° C.) which was recrystallised from a 1:2 mixture of methanol and ether.
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