Ethylenediamine → N-methyl-N'-[2-(3-pyridazinylmethylamino)ethyl]thiourea
Reaktionsgleichung
ClCC1N=NC=CC=1.C(N)CN.[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][NH:20][CH2:21][CH2:22][NH2:23])[N:14]=1.[CH3:24][N:25]=[C:26]=[S:27]>>[CH3:24][NH:25][C:26]([NH:23][CH2:22][CH2:21][NH:20][CH2:19][C:15]1[N:14]=[N:13][CH:18]=[CH:17][CH:16]=1)=[S:27]Komponenten
5
Versuchsvorschrift
Reacting 3-chloromethylpyridazine with ethylenediamine by the procedure of Example 34 and reacting the resulting N-(3-pyridazinylmethyl)ethylenediamine with methyl isothiocyanate by the procedure of Example 3(b), then chromatographing gives N-methyl-N'-[2-(3-pyridazinylmethylamino)ethyl]thiourea. This intermediate is reacted with lead cyanamide by the procedure of Example 3(b) to give N-cyano-N'-methyl-N"-[2-(3-pyridazinylmethylamino)ethyl]guanidine. Hydrolysis of this compound by the procedure of Example 3(e) gives N-methyl-N'-[2-(3-pyridazinylmethylamino)ethyl]guanidine dihydrochloride.