Ethyl isothiocyanate → N-cyano-N'-ethyl-N"-[2-(2-pyrazinylmethylamino)ethyl]-guanidine

HRID 2072080Notes

Reaction equation

HRID 2072080 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[CH2:7][NH:8][CH2:9][CH2:10][NH2:11].[CH2:12]([N:14]=[C:15]=S)[CH3:13].[NH2:17][C:18]([NH2:20])=S>>[C:18]([NH:20][C:15]([NH:14][CH2:12][CH3:13])=[N:11][CH2:10][CH2:9][NH:8][CH2:7][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][N:1]=1)#[N:17]

Participants

4

Reactant 3

HCID 10966Ethyl isothiocyanateHCID 2723790ThioureaHCID 13910894N-(pyrazinylmethyl)ethylenediamine

Product 1

HCID 54105532N-cyano-N'-ethyl-N"-[2-(2-pyrazinylmethylamino)ethyl]-guanidine

Procedure

Reacting N-(2-pyrazinylmethyl)ethylenediamine with ethyl isothiocyanate by the procedure of Example 3 and chromatographing gives N-ethyl-N'-[2-(2-pyrazinylmethylamino)ethyl]thiorea. Reacting this thiourea with lead cyananmide by the procedure of Example 3 gives N-cyano-N'-ethyl-N"-[2-(2-pyrazinylmethylamino)ethyl]-guanidine.

Workup

  1. customgives N-ethyl-N'-[2-(2-pyrazinylmethylamino)ethyl]thiorea

Sources & evidence

ORD record
ord-961216af9861418fb5ca6fc250fd0d6d
Source dataset
uspto-grants-1977_09
Patent number
US04049672

Reaction notes

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