n-(3-Aminopropyl)benzamide → 1-[1(2-((5-Methyl-4-imidazolyl)methylthio)ethylamino)-2-nitrovinylamino]-3-[N'-cyano-N"-(2-(2-pyridylmethylthio)ethyl)guanidino]propane

HRID 461515Notes

Reaction equation

HRID 461515 reaction equation
[N+:1]([CH:4]=[C:5](SC)[NH:6][CH2:7][CH2:8][S:9][CH2:10][C:11]1[N:12]=[CH:13][NH:14][C:15]=1[CH3:16])([O-:3])=[O:2].C([NH:27][CH2:28][CH2:29][CH2:30][NH2:31])(=O)C1C=CC=CC=1.[C:32]([NH:34][C:35](=[N:38][CH2:39][CH2:40][S:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=1)SC)#[N:33]>>[CH3:16][C:15]1[NH:14][CH:13]=[N:12][C:11]=1[CH2:10][S:9][CH2:8][CH2:7][NH:6][C:5]([NH:27][CH2:28][CH2:29][CH2:30][NH:31][C:35]([NH:38][CH2:39][CH2:40][S:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=1)=[N:34][C:32]#[N:33])=[CH:4][N+:1]([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 238993n-(3-Aminopropyl)benzamideHCID 12889408N-cyano-N'[2-(2-pyridylmethylthio)ethyl]-S-methylisothioureaHCID 704568641-nitro-2-methylthio-2-{2-[(4-methyl-1H-imidazol-5-yl)methylthio]ethylamino}ethylene

Product 1

HCID 1784336751-[1(2-((5-Methyl-4-imidazolyl)methylthio)ethylamino)-2-nitrovinylamino]-3-[N'-cyano-N"-(2-(2-pyridylmethylthio)ethyl)guanidino]propane

Procedure

1-Nitro-2-methylthio-2-[2-((5-methyl-4-imidazolyl)methylthio)ethylamino]ethylene was reacted with 3-benzoylaminopropylamine and the product was hydrolysed under acidic conditions and reacted with N-cyano-N'-[2-(2-pyridylmethylthio)ethyl]-S-methylisothiourea to give the title compound.

Sources & evidence

ORD record
ord-ed0e3c16588e4479b7510923c016c8f7
Source dataset
uspto-grants-1977_12
Patent number
US04062967

Reaction notes

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