Dimethyl N-cyanodithioiminocarbonate → S-methyl-N-cyano-N'-[4-(5-methyl-4-imidazolyl)butyl]isothiourea

Participants

Role	Name	HCID	Charge
Reactant	Dimethyl N-cyanodithioiminocarbonate	HCID 66289	—
Reactant	4-(4-methyl-1H-imidazol-5-yl)butan-1-amine	HCID 12769842	—
Product	S-methyl-N-cyano-N'-[4-(5-methyl-4-imidazolyl)butyl]isothiourea	HCID 20394566	75.3%

Reaction Steps

Reaction of 4-(4-aminobutyl)-5-methylimidazole (see Example 7 (ii), 2.71 g, 0.012 mol) with dimethylcyanodithioimidocarbonate (1.75 g 0.013 mol), gave S-methyl-N-cyano-N'-[4-(5-methyl-4-imidazolyl)butyl]isothiourea (2.27 g) which was treated directly with methylamine to yield N-cyano-N'-methyl-N"[4-(5-methyl-4-imidazolyl)butyl]guanidine (1.35 g), m.p. 152°-154° C. (from acetonitrile).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04166184
Source dataset	uspto-grants-1979_08
ORD ID	ord-2f14b43028bc44bba6393ecdfc34ca4c
Source note	uspto-grants-1979_08