Ethylenediamine → 3,5-Diamino-N-(2-aminoethyl)-6-chloropyrazine-2-carboxamide

HRID 1164831Notes

Reaction equation

HRID 1164831 reaction equation
[NH2:1][C:2]1[C:3]([C:10]([O:12]C)=O)=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.[CH2:14]([NH2:17])[CH2:15][NH2:16]>>[NH2:1][C:2]1[C:3]([C:10]([NH:16][CH2:15][CH2:14][NH2:17])=[O:12])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 73827Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

Product 1

HCID 151481293,5-Diamino-N-(2-aminoethyl)-6-chloropyrazine-2-carboxamideYield 59%

Procedure

A mixture of 2.0 g (10.0 mmol) of methyl 3,5-diamino-6-chloropyrazine-2-carboxylate and 13.5 g (22.6 mmol) of ethylene diamine was allowed to stand for 3 days at ambient temperature. The excess amine was evaporated and the residue was crystallized from ethanol. There was obtained 1.38 g (5.9 mmol, 59%) of 3,5-diamino-6-chloro-N-(2-aminoethyl)pyrazine-2-carboxamide: mp 173°-174° C.

Workup

  1. customThe excess amine was evaporated
  2. customthe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-8babb6f13acb491d84511385dbe76419
Source dataset
uspto-grants-1990_03
Patent number
US04906633

Reaction notes

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