Ethylenediamine → N-[2-(2-(2-Benzimidazolyl)ethylamino)ethyl]-N'-cyano-N"-methylguanidine

HRID 903784Notes

Reaction equation

ClCCC1NC2C=CC=CC=2N=1.C(N)CN.[N:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[NH:19][C:18]=1[CH2:26][CH2:27][NH:28][CH2:29][CH2:30][NH2:31].[C:32]([NH:34][C:35](=[N:38][CH3:39])SC)#[N:33]>>[N:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[NH:19][C:18]=1[CH2:26][CH2:27][NH:28][CH2:29][CH2:30][NH:31][C:35]([NH:34][C:32]#[N:33])=[N:38][CH3:39]

Participants

Reactant 4

HCID 3301Ethylenediamine

HCID 1111031-Cyano-2,3-dimethylisothiourea

HCID 122162882-(2-Chloroethyl)benzimidazole

HCID 20567701N-[2-(2-benzimidazolyl)ethyl]ethylenediamine

Product 1

HCID 53646889N-[2-(2-(2-Benzimidazolyl)ethylamino)ethyl]-N'-cyano-N"-methylguanidine

Procedure

Reacting 2-(2-chloroethyl)benzimidazole with ethylenediamine by the procedure of Example 34, then reacting the resulting N-[2-(2-benzimidazolyl)ethyl]-ethylenediamine with N-cyano-N',S-dimethylisothiourea by the procedure of Example 3(a) gives the title compound.

Sources & evidence

ORD record: ord-ed713b7496a343a7bc29521f2b608121
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04228291

Reaction notes

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