Dimethyl N-cyanodithioiminocarbonate → N-cyano-N'-[2-(2-thiazolylmethyl-thio)ethyl]-S-methylisothiourea
Reaction equation
CS[C:3](=[N:6][C:7]#[N:8])[S:4][CH3:5].[NH2:9][CH2:10][CH2:11][S:12][CH2:13][C:14]1[S:15][CH:16]=[CH:17][N:18]=1>>[C:7]([NH:6][C:3](=[N:9][CH2:10][CH2:11][S:12][CH2:13][C:14]1[S:15][CH:16]=[CH:17][N:18]=1)[S:4][CH3:5])#[N:8]Participants
3
Procedure
Reaction of dimethylcyanodithioimidocarbonate with 2-[(2-aminoethyl)thiomethyl]thiazole by the method described in Example 3(d) gave N-cyano-N'-[2-(2-thiazolylmethylthio)ethyl]-S-methylisothiourea. Fusion of this compound (2.15 g) with 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (2.02 g) on the steam bath for 6 hours, followed by chromatographic purification on a column of silica gel with ethyl acetate/isopropyl alcohol (5:1) as eluant afforded the title compound.
Sources & evidence
- ORD record
- ord-4b76a1bc51dc4cf1b00579895ffe75f1
- Source dataset
- uspto-grants-1981_06
- Patent number
- US04271169
Reaction notes
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