N-Methyl-2,2'-diaminodiethylamine → HCID 53971047, compound

HRID 1165449Notes

Reaction equation

HRID 1165449 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]([CH3:8])[CH2:5][CH2:6][NH2:7].[NH2:9][C:10]1[C:11]([C:18](N2C=CN=C2)=[O:19])=[N:12][C:13]([Br:17])=[C:14]([NH2:16])[N:15]=1>O1CCCC1>[NH2:9][C:10]1[C:11]([C:18]([NH:1][CH2:2][CH2:3][N:4]([CH2:5][CH2:6][NH2:7])[CH3:8])=[O:19])=[N:12][C:13]([Br:17])=[C:14]([NH2:16])[N:15]=1

Participants

4

Reactant 2

HCID 430288N-Methyl-2,2'-diaminodiethylamineHCID 57006974HCID 57006974, compound

Product 1

HCID 53971047HCID 53971047, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 8.20 g (72.0 mmol) of N-(2-aminoethyl)-N-methyl-1,2-ethanediamine and 6.80 g (24.0 mmol) of 1-(3,5-diamino-6-bromopyrazinoyl)imidazole in 48 ml of tetrahydrofuran was stirred at ambient temperature for 30 minutes. The solution was evaporated and the residue triturated with ether. There was obtained 5.85 g (17.6 mmol, 73%) of 3,5-diamino-N-[2-[(2-aminoethyl)methylamino]ethyl]-6-bromopyrazinecarboxamide; mp 148°-150° C.

Workup

  1. customThe solution was evaporated
  2. customthe residue triturated with ether

Sources & evidence

ORD record
ord-222a1f4b707e4ca1b349b31825da6af7
Source dataset
uspto-grants-1990_03
Patent number
US04910202

Reaction notes

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