Ethylenediamine → N-(2-Dimethylaminoethyl)-N'-[2-(2-benzimidazolylmethylamino)-ethyl]thiourea

HRID 26896

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(N)CN.ClCC1NC2C=CC=CC=2N=1.[CH3:30][N:31]([CH3:37])[CH2:32][CH2:33][N:34]=[C:35]=[S:36]>>[CH3:30][N:31]([CH3:37])[CH2:32][CH2:33][NH:34][C:35]([NH:14][CH2:13][CH2:12][NH:11][CH2:10][C:2]1[NH:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1)=[S:36]

Participants

Reactant 4

HCID 3301Ethylenediamine

HCID 785712-Chloromethylbenzimidazole

HCID 3853726(2-Isothiocyanatoethyl)dimethylamine

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

Product 1

HCID 54373380N-(2-Dimethylaminoethyl)-N'-[2-(2-benzimidazolylmethylamino)-ethyl]thiourea

Procedure

N-(2-Benzimidazolylmethyl)ethylenediamine, prepared by reacting ethylenediamine with 2-chloromethylbenzimidazole by the procedure of Example 40, is reacted with 2-dimethylaminoethyl isothiocyanate by the procedure of Example 40 to give the title compound.

Sources & evidence

ORD record: ord-54c3feb3870144ec9e983524851de7e2
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04151288

Linked notes

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