1-Cyano-2,3-dimethylisothiourea → N-[2-(2-benzimidazolylmethylamino)ethyl]-N'-cyano-N"-methylguanidine

HRID 262690Notes

Reaction equation

HRID 262690 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[CH2:10][NH:11][CH2:12][CH2:13][NH2:14].[C:15]([NH:17][C:18](=[N:21][CH3:22])SC)#[N:16]>>[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[CH2:10][NH:11][CH2:12][CH2:13][NH:14][C:18]([NH:17][C:15]#[N:16])=[N:21][CH3:22]

Participants

3

Reactant 2

HCID 1111031-Cyano-2,3-dimethylisothioureaHCID 15365342N1-((1H-Benzo[d]imidazol-2-yl)methyl)ethane-1,2-diamine

Product 1

HCID 54536364N-[2-(2-benzimidazolylmethylamino)ethyl]-N'-cyano-N"-methylguanidine

Procedure

Reacting N-(2-benzimidazolylmethyl)ethylenediamine with N-cyano-N',S-dimethylisothiourea by the procedure of Example 36 gives N-[2-(2-benzimidazolylmethylamino)ethyl]-N'-cyano-N"-methylguanidine. Treating with hydrobromic acid gives the hydrobromide salt. Hydrolysis of this compound by the procedure of Example 3(e) gives N-[2-(2-benzimidazolylmethylamino)-ethyl]-N'-methylguanidine trihydrochloride.

Sources & evidence

ORD record
ord-4ea87a41cd694c04a24bf91137a28fe4
Source dataset
uspto-grants-1979_05
Patent number
US04154844

Reaction notes

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